III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp...

26
ppm 1 2 3 4 5 6 7 8 9 0.43 5.46 0.01 -0.03 54.95 -0.02 0.69 37.58 0.93 fukushima3/alleEsterR exp100 std1h SAMPLE DEC. & VT date Jan 27 2012 dfrq 399.956 solvent CDCl3 dn H1 file /export/home/~ dpwr 20 vnmr1/vnmrsys/data~ dof 0 /fukushima3/alleEs~ dm nnn terR_h.fid dmm c ACQUISITION dmf 200 sfrq 399.956 dseq tn H1 dres 1.0 at 3.744 homo n np 44928 PROCESSING sw 6000.6 wtfile fb not used proc ft bs 1 fn not used tpwr 61 math f pw 5.5 d1 1.256 werr react tof 600.0 wexp procplot nt 16 wbs ct 16 wnt alock n gain not used FLAGS il n in n dp y hs nn DISPLAY sp -80.0 wp 4079.4 vs 214 sc 0 wc 380 hzmm 10.74 is 808.06 rfl 374.3 rfp 0 th 20 ins 100.000 nm ph 1 H NMR (CDCl3, 400 MHz) 3a ppm 0 20 40 60 80 100 120 140 160 180 200 220 fukushima3/alleEsterR exp100 std13c SAMPLE DEC. & VT date Jan 27 2012 dfrq 399.956 solvent CDCl3 dn H1 file /export/home/~ dpwr 41 vnmr1/vnmrsys/data~ dof 0 /fukushima3/alleEs~ dm yyy terR_c.fid dmm w ACQUISITION dmf 11088 sfrq 100.579 dseq garp1 tn C13 dres 1.0 at 1.199 homo n np 59968 PROCESSING sw 25000.0 lb 1.00 fb not used wtfile bs 16 proc ft tpwr 56 fn not used pw 5.0 math f d1 0.801 tof 1000.0 werr react nt 4096 wexp procplot ct 4096 wbs alock n wnt gain not used FLAGS il n in n dp y hs nn DISPLAY sp -1998.1 wp 24999.2 vs 214 sc 0 wc 380 hzmm 1.57 is 500.00 rfl 9752.7 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl3, 100.6 MHz) 3a SS1 Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is © The Royal Society of Chemistry 2014

Transcript of III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp...

Page 1: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.435.46

0.01-0.03

54.95-0.02

0.6937.58

0.93

fukushima3/alleEsterR

exp100 std1h

SAMPLE DEC. & VTdate Jan 27 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima3/alleEs~ dm nnn terR_h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 808.06rfl 374.3rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 3a

ppm020406080100120140160180200220

fukushima3/alleEsterR

exp100 std13c

SAMPLE DEC. & VTdate Jan 27 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima3/alleEs~ dm yyy terR_c.fid dmm w ACQUISITION dmf 11088sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 4096 wexp procplotct 4096 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1998.1wp 24999.2vs 214sc 0wc 380hzmm 1.57is 500.00rfl 9752.7rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 3a

SS1

Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.This journal is © The Royal Society of Chemistry 2014

Shoko Yamazaki
テキストボックス
III. 1H and 13C NMR spectral data
Page 2: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.724.26

0.154.41

0.0529.39

59.580.46

0.97

fukushima4/Me2C=C

exp100 std1h

SAMPLE DEC. & VTdate Feb 8 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima4/Me2C=C~ dm nnn _h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 664.69rfl 378.9rfp 0th 20ins 100.000nm ph

fukushima4/Me2C=C

exp100 std1h

SAMPLE DEC. & VTdate Feb 8 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima4/Me2C=C~ dm nnn _h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 664.69rfl 378.9rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 3b

ppm020406080100120140160180200220

fukushima4/Me2C=C

exp100 std13c

SAMPLE DEC. & VTdate Feb 8 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima4/Me2C=C~ dm yyy _c.fid dmm w ACQUISITION dmf 11088sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 4096 wexp procplotct 4096 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1995.8wp 24999.2vs 214sc 0wc 380hzmm 1.97is 500.00rfl 9750.4rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 3b

SS2

Page 3: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.974.32

4.329.37

31.4310.66

34.700.49

3.74

fukushima4/CCallene

exp100 std1h

SAMPLE DEC. & VTdate Aug 28 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima4/CCalle~ dm nnn ne_h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1584.08rfl 381.4rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 3c

ppm020406080100120140160180200220

fukushima4/CCallene

exp100 std13c

SAMPLE DEC. & VTdate Aug 28 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima4/CCalle~ dm yyy ne_c.fid dmm w ACQUISITION dmf 11088sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 4096 wexp procplotct 4096 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1993.5wp 24999.2vs 214sc 0wc 380hzmm 0.29is 500.00rfl 9748.1rfp 7753.8th 15ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 3c

SS3

Page 4: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.7410.75

49.600.69

33.960.27

0.013.98

fukushima3/alleAl

exp100 std1h

SAMPLE DEC. & VTdate Nov 23 2011 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima3/alleAl~ dm nnn _h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 851.69rfl 377.8rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 4a

ppm020406080100120140160180200220

fukushima3/alleAl

exp100 std13c

SAMPLE DEC. & VTdate Nov 23 2011 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima3/alleAl~ dm yyy _c.fid dmm w ACQUISITION dmf 11088sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1997.3wp 24999.2vs 214sc 0wc 380hzmm 0.52is 500.00rfl 9751.9rfp 7753.8th 32ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 4a

SS4

Page 5: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

1.285.01

5.270.63

42.615.59

0.9733.93

1.493.22

fukushima4/BrLac

exp100 std1h

SAMPLE DEC. & VTdate Feb 28 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima4/BrLac_~ dm nnn h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 848.61rfl 381.6rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 4b

ppm020406080100120140160180200220

fukushima4/BrLac

exp100 std13c

SAMPLE DEC. & VTdate Feb 28 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima4/BrLac_~ dm yyy c.fid dmm w ACQUISITION dmf 11088sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 4096 wexp procplotct 4096 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1995.0wp 24999.2vs 214sc 0wc 380hzmm 2.16is 500.00rfl 9749.6rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 4b

SS5

Page 6: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

1.460.15

0.0831.72

3.950.02

25.0330.37

2.824.40

fukushima4/diMeCl

exp100 std1h

SAMPLE DEC. & VTdate Feb 17 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima4/diMeCl~ dm nnn _h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1190.86rfl 382.4rfp 0th 4ins 100.000nm ph

fukushima4/diMeCl

exp100 std1h

SAMPLE DEC. & VTdate Feb 17 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima4/diMeCl~ dm nnn _h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1190.86rfl 382.4rfp 0th 4ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 4c

ppm020406080100120140160180200220

fukushima4/diMeCl

exp100 std13c

SAMPLE DEC. & VTdate Feb 17 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima4/diMeCl~ dm yyy _c.fid dmm w ACQUISITION dmf 11088sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 4096 wexp procplotct 4096 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1994.2wp 24999.2vs 409sc 0wc 380hzmm 1.68is 500.00rfl 9748.8rfp 7753.8th 27ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 4c

SS6

Page 7: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

1.4536.13

4.5026.89

27.293.73

fukushima4/diMeBr

exp100 std1h

SAMPLE DEC. & VTdate Mar 16 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima4/diMeBr~ dm nnn _h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1119.11rfl 382.2rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 4d

ppm020406080100120140160180200220

fukushima4/diMeBr

exp100 std13c

SAMPLE DEC. & VTdate Mar 16 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima4/diMeBr~ dm yyy _c.fid dmm w ACQUISITION dmf 11088sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 4096 wexp procplotct 4096 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1994.2wp 24999.2vs 366sc 0wc 380hzmm 0.73is 500.00rfl 9748.8rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 4d

SS7

Page 8: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.930.08

0.230.32

0.0753.79

4.812.53

35.401.83

fukushima4/LacCCH

exp100 std1h

SAMPLE DEC. & VTdate Oct 22 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima4/LacCCH~ dm nnn _h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 982.89rfl 379.4rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 5

ppm020406080100120140160180200220

fukushima4/LacCCH

exp100 std13c

SAMPLE DEC. & VTdate Oct 22 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima4/LacCCH~ dm yyy _c.fid dmm w ACQUISITION dmf 11088sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1995.8wp 24999.2vs 214sc 0wc 380hzmm 2.33is 500.00rfl 9750.4rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 5

SS8

Page 9: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.950.07

4.200.05

23.1427.14

4.900.10

0.291.13

33.301.08

0.033.60

0.02

fukushima4/InBr3by

exp100 std1h

SAMPLE DEC. & VTdate Feb 29 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima4/InBr3b~ dm nnn y_h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1240.54rfl 379.1rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 6

ppm020406080100120140160180200220

fukushima4/InBr3by

exp100 std13c

SAMPLE DEC. & VTdate Feb 29 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima4/InBr3b~ dm yyy y_c.fid dmm w ACQUISITION dmf 11088sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1995.8wp 24999.2vs 214sc 0wc 380hzmm 0.36is 500.00rfl 9750.4rfp 7753.8th 24ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 6

SS9

Page 10: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.7634.31

0.474.42

4.470.19

55.190.18

fukushima5/EtLac

exp100 std1h

SAMPLE DEC. & VTdate Apr 24 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima5/EtLac_~ dm nnn h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 846.17rfl 379.1rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 7t

ppm020406080100120140160180200220

fukushima5/EtLac

exp100 std13c

SAMPLE DEC. & VTdate Apr 24 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima5/EtLac_~ dm yyy c.fid dmm w ACQUISITION dmf 10380sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1995.8wp 24999.2vs 214sc 0wc 380hzmm 0.59is 500.00rfl 9750.4rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 7t

SS10

Page 11: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.400.14

0.3838.91

0.190.14

4.760.16

54.400.52

fukushima7/cisEt

exp100 std1h

SAMPLE DEC. & VTdate Nov 27 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima7/cisEt_~ dm nnn h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 847.67rfl 375.0rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 7c

ppm020406080100120140160180200220

fukushima7/cisEt

exp100 std13c

SAMPLE DEC. & VTdate Nov 28 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima7/cisEtr~ dm yyy _c.fid dmm w ACQUISITION dmf 10380sfrq 100.579 dseq garp1tn C13 dres 1.0at 2.621 homo nnp 131072 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 972 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1998.1wp 24999.6vs 214sc 0wc 380hzmm 0.32is 500.00rfl 9752.3rfp 7753.8th 15ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 7c

SS11

Page 12: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.8019.84

0.0315.09

15.0623.18

21.620.01

4.37

fukushima5/PrN

exp100 std1h

SAMPLE DEC. & VTdate Dec 27 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima5/PrN_h.~ dm nnn fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 60 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 2153.82rfl 377.4rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 10b

ppm020406080100120140160180200220

fukushima5/PrN

exp100 std13c

SAMPLE DEC. & VTdate Dec 27 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 40vnmr1/vnmrsys/data~ dof 0/fukushima5/PrN_c.~ dm yyy fid dmm w ACQUISITION dmf 8985sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 55 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 1024 wexp procplotct 1024 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1995.0wp 24999.2vs 214sc 0wc 380hzmm 0.50is 500.00rfl 9749.6rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 10b

SS12

Page 13: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

25.893.55

39.470.23

2.7825.32

0.871.88

fukushima4/NBzallene

exp100 std1h

SAMPLE DEC. & VTdate Nov 7 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima4/NBzall~ dm nnn ene_h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1118.32rfl 383.6rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 11a

ppm020406080100120140160180200220

fukushima4/NBzallene

exp100 std13c

SAMPLE DEC. & VTdate Nov 7 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima4/NBzall~ dm yyy ene_c.fid dmm w ACQUISITION dmf 11088sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 8192 wexp procplotct 8192 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1994.2wp 24999.2vs 431sc 0wc 380hzmm 0.37is 500.00rfl 9748.8rfp 7753.8th 10ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 11a

SS13

Page 14: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.040.03

4.3111.78

24.858.53

48.22-0.03

2.27

fukushima5/PrNCCC

exp100 std1h

SAMPLE DEC. & VTdate Jan 8 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima5/PrNCCC~ dm nnn _h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 60 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1151.45rfl 373.2rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 11b

ppm020406080100120140160180200220

fukushima5/PrNCCC

exp100 std13c

SAMPLE DEC. & VTdate Jan 8 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 40vnmr1/vnmrsys/data~ dof 0/fukushima5/PrNCCC~ dm yyy _c.fid dmm w ACQUISITION dmf 8985sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 55 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 4096 wexp procplotct 4096 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1998.1wp 24999.2vs 214sc 0wc 380hzmm 1.41is 500.00rfl 9752.7rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 11b

SS14

Page 15: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

21.150.19

41.2111.03

0.08-0.42

-1.1826.53

1.170.24

fukushima5/NCCCl

exp100 std1h

SAMPLE DEC. & VTdate Nov 15 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima5/NCCCl_~ dm nnn h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 60 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ygain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1313.12rfl 382.2rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 12a

ppm020406080100120140160180200220

fukushima5/NCCCl

exp100 std13c

SAMPLE DEC. & VTdate Nov 15 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima5/NCCCl_~ dm yyy c.fid dmm w ACQUISITION dmf 11088sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1995.8wp 24999.2vs 214sc 0wc 380hzmm 0.78is 500.00rfl 9750.4rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 12a

SS15

Page 16: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

19.183.01

2.850.16

26.6712.92

-0.040.62

0.282.46

26.061.50

4.330.01

fukushima5/NCCBr

exp100 std1h

SAMPLE DEC. & VTdate Nov 22 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima5/NCCBr_~ dm nnn h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 60 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 220sc 0wc 380hzmm 10.74is 1941.32rfl 382.4rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 12b

ppm020406080100120140160180200220

fukushima5/NCCBr

exp100 std13c

SAMPLE DEC. & VTdate Nov 22 2012 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 40vnmr1/vnmrsys/data~ dof 0/fukushima5/NCCBr_~ dm yyy c.fid dmm w ACQUISITION dmf 8985sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 55 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1996.5wp 24999.2vs 214sc 0wc 380hzmm 0.46is 500.00rfl 9751.1rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 12b

SS16

Page 17: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

20.394.00

4.024.04

24.9615.71

-0.1125.87

0.510.61

fukushima6/BzNI

exp100 std1h

SAMPLE DEC. & VTdate Jul 23 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima6/BzNI_h~ dm nnn .fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1991.64rfl 380.0rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 12c

ppm020406080100120140160180200220

fukushima6/BzNI

exp100 std13c

SAMPLE DEC. & VTdate Jul 23 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima6/BzNI_c~ dm yyy .fid dmm w ACQUISITION dmf 10380sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1998.8wp 24999.2vs 214sc 0wc 380hzmm 2.33is 500.00rfl 9753.4rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 12c

SS17

Page 18: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.567.88

0.3320.82

24.36-0.37

43.870.09

2.45

fukushima5/PrNCyc

exp100 std1h

SAMPLE DEC. & VTdate Jan 18 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima5/PrNCyc~ dm nnn _h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 60 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1197.79rfl 374.7rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 12d

ppm020406080100120140160180200220

fukushima5/PrNCyc

exp100 std13c

SAMPLE DEC. & VTdate Jan 18 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 40vnmr1/vnmrsys/data~ dof 0/fukushima5/PrNCyc~ dm yyy _c.fid dmm w ACQUISITION dmf 8985sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 55 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1996.5wp 24999.2vs 214sc 0wc 380hzmm 2.24is 500.00rfl 9751.1rfp 7753.8th 13ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 12d

SS18

Page 19: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.320.04

3.773.67

-0.0720.37

23.421.65

46.370.48

fukushima6/BrNPr

exp100 std1h

SAMPLE DEC. & VTdate Aug 2 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima6/BrNPr_~ dm nnn h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 931.29rfl 371.9rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 12e

ppm020406080100120140160180200220

fukushima6/BrNPr

exp100 std13c

SAMPLE DEC. & VTdate Aug 2 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima6/BrNPr_~ dm yyy c.fid dmm w ACQUISITION dmf 10380sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1997.3wp 24999.2vs 214sc 0wc 380hzmm 0.39is 500.00rfl 9751.9rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 12e

SS19

Page 20: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.207.73

0.030.20

44.430.20

0.710.32

45.850.34

fukushima6/INPr

exp100 std1h

SAMPLE DEC. & VTdate Aug 5 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima6/INPr_h~ dm nnn .fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 987.46rfl 371.4rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 12f

ppm020406080100120140160180200220

fukushima6/INPr

exp100 std13c

SAMPLE DEC. & VTdate Aug 5 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima6/INPr_c~ dm yyy .fid dmm w ACQUISITION dmf 10380sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1997.3wp 24999.2vs 214sc 0wc 380hzmm 0.39is 500.00rfl 9751.9rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 12f

SS20

Page 21: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

6.160.36

0.040.25

41.1811.17

0.04-0.19

37.851.56

1.59

fukushima6/CO2Hr

exp100 std1h

SAMPLE DEC. & VTdate May 14 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima6/CO2Hr_~ dm nnn h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1296.67rfl 376.0rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 13

ppm020406080100120140160180200220

fukushima6/CO2Hr

exp100 std13c

SAMPLE DEC. & VTdate May 14 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima6/CO2Hr_~ dm yyy c.fid dmm w ACQUISITION dmf 10380sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1996.5wp 24999.2vs 214sc 0wc 380hzmm 0.34is 500.00rfl 9751.1rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 13

SS21

Page 22: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.6263.90

1.3131.91

2.25

fukushima6/CO2Me

exp100 std1h

SAMPLE DEC. & VTdate May 29 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima6/CO2Me_~ dm nnn h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 695.62rfl 377.6rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 14

ppm020406080100120140160180200220

fukushima6/CO2Me

exp100 std13c

SAMPLE DEC. & VTdate May 29 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima6/CO2Me_~ dm yyy c.fid dmm w ACQUISITION dmf 10380sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1995.8wp 24999.2vs 214sc 0wc 380hzmm 3.12is 500.00rfl 9750.4rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 14

SS22

Page 23: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

21.103.72

39.348.34

-0.3126.19

1.62

fukushima6/NBz

exp100 std1h

SAMPLE DEC. & VTdate Jun 14 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima6/NBz_h.~ dm nnn fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ygain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1431.88rfl 382.7rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 15a

ppm020406080100120140160180200220

fukushima6/NBz

exp100 std13c

SAMPLE DEC. & VTdate Jun 14 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima6/NBz_c.~ dm yyy fid dmm w ACQUISITION dmf 10380sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1995.8wp 24999.2vs 214sc 0wc 380hzmm 0.89is 500.00rfl 9750.4rfp 7753.8th 19ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 15a

SS23

Page 24: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

18.054.16

0.0348.58

0.3028.61

0.27

fukushima7/BzCl

exp100 std1h

SAMPLE DEC. & VTdate Aug 23 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima7/BzCl_h~ dm nnn .fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1121.27rfl 377.6rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 15b

ppm020406080100120140160180200220

fukushima7/BzCl

exp100 std13c

SAMPLE DEC. & VTdate Aug 23 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima7/BzCl_c~ dm yyy .fid dmm w ACQUISITION dmf 10380sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1998.1wp 24999.2vs 214sc 0wc 380hzmm 0.82is 500.00rfl 9752.7rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 15b

SS24

Page 25: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.230.09

33.32-0.08

6.5836.55

0.370.48

22.120.33

fukushima7/Suzuki

exp100 std1h

SAMPLE DEC. & VTdate Aug 24 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima7/Suzuki~ dm nnn _h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1423.58rfl 385.5rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 16a

ppm020406080100120140160180200220

13C OBSERVE

exp100 std13c

SAMPLE DEC. & VTdate Aug 24 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima7/Suzuki~ dm yyy _c.fid dmm w ACQUISITION dmf 10380sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1997.3wp 24999.2vs 214sc 0wc 380hzmm 0.58is 500.00rfl 9751.9rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 16a

SS25

Page 26: III. 1H and 13C NMR spectral datawp 24999.2 vs 214 sc 0 wc 380 hzmm 2.16 is 500.00 rfl 9749.6 rfp 7753.8 th 20 ins 500.000 nm no ph 13 C NMR (CDCl 3, 100.6 MHz) 4b SS5 9 8 7 6 5 4

ppm123456789

0.090.11

16.576.37

19.383.29

13.280.22

0.8038.17

1.72

fukushima7/SuzukiPr

exp100 std1h

SAMPLE DEC. & VTdate Sep 13 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 20vnmr1/vnmrsys/data~ dof 0/fukushima7/Suzuki~ dm nnn Pr_h.fid dmm c ACQUISITION dmf 200sfrq 399.956 dseq tn H1 dres 1.0at 3.744 homo nnp 44928 PROCESSINGsw 6000.6 wtfile fb not used proc ftbs 1 fn not usedtpwr 61 math fpw 5.5d1 1.256 werr reacttof 600.0 wexp procplotnt 16 wbs ct 16 wnt alock ngain not used FLAGSil nin ndp yhs nn DISPLAYsp -80.0wp 4079.4vs 214sc 0wc 380hzmm 10.74is 1323.53rfl 380.7rfp 0th 20ins 100.000nm ph

1H NMR (CDCl3, 400 MHz) 16b

ppm020406080100120140160180200220

fukushima7/SuzukiPr

exp100 std13c

SAMPLE DEC. & VTdate Sep 13 2013 dfrq 399.956solvent CDCl3 dn H1file /export/home/~ dpwr 41vnmr1/vnmrsys/data~ dof 0/fukushima7/Suzuki~ dm yyy Pr_c.fid dmm w ACQUISITION dmf 10380sfrq 100.579 dseq garp1tn C13 dres 1.0at 1.199 homo nnp 59968 PROCESSINGsw 25000.0 lb 1.00fb not used wtfile bs 16 proc fttpwr 56 fn not usedpw 5.0 math fd1 0.801tof 1000.0 werr reactnt 2048 wexp procplotct 2048 wbs alock n wnt gain not used FLAGSil nin ndp yhs nn DISPLAYsp -1996.5wp 24999.2vs 214sc 0wc 380hzmm 0.63is 500.00rfl 9751.1rfp 7753.8th 20ins 500.000nm no ph

13C NMR (CDCl3, 100.6 MHz) 16b

SS26