Chemistry Letters · 2013. 2. 5. · 682 Photochemical Formation of a Core-cross- ... analyzed...

12
Chemistry Letters http://www.csj.jp/journals/chem-lett/ Vol.39 No.7 CMLTAG July, 2010 ISSN 0366-7022 Copyright © 2010 The Chemical Society of Japan Highlight Review 658 Triptycene Derivatives: Synthesis and Appli- cations Triptycenes Polymers Materials Molecular Motors Host-Guest Chemistry Ligands Bioactive Compounds Quinones Arynes Anthracenes Liwei Zhao, Zhong Li, and Thomas Wirth doi:10.1246/cl.2010.658 Letter 668 Direct Measurement of Vertical Electron Binding Energies of Solvated Electrons in Methanol and Ethanol Huan Shen, Naoya Kurahashi, Takuya Horio, Kentaro Sekiguchi, and Toshinori Suzuki doi:10.1246/cl.2010.668 671 Multifunctional Spin-carrying Anthraqui- none Derivatives O O OR' C 8 H 17 O C 8 H 17 O OC 8 H 17 OC 8 H 17 OR" R'=TEMPO, R"=H R'=R"=TEMPO R'=PROXYL, R"=H R'=R"=PROXYL R'=TEMPO, R"=PROXYL Magnetic Properties Heat-responsive Properties Redox Properties Battery Properties Yuuki Shibata, Hiroki Akutsu, Jun-ichi Yamada, Masaharu Satoh, Uma S. Hiremath, Channabasaveshwar V. Yelamaggad, and Shinichi Nakatsuji doi:10.1246/cl.2010.671 Electronic Supporting Information http://www.csj.jp/journals/chem-lett/ Copyright © 2010 The Chemical Society of Japan

Transcript of Chemistry Letters · 2013. 2. 5. · 682 Photochemical Formation of a Core-cross- ... analyzed...

Page 1: Chemistry Letters · 2013. 2. 5. · 682 Photochemical Formation of a Core-cross- ... analyzed using a tube radial distribution chromatography with chemiluminescence detection system.

Chemistry Lettershttp://www.csj.jp/journals/chem-lett/

Vol.39 No.7 CMLTAGJuly, 2010 ISSN 0366-7022

Copyright © 2010 The Chemical Society of Japan

Highlight Review

658 Triptycene Derivatives: Synthesis and Appli-cations

Triptycenes

PolymersMaterials

MolecularMotors

Host-GuestChemistry

Ligands

Bioactive Compounds

Quinones

ArynesAnthracenes

Liwei Zhao, Zhong Li, and Thomas Wirth�doi:10.1246/cl.2010.658

Letter

668 Direct Measurement of Vertical ElectronBinding Energies of Solvated Electrons inMethanol and Ethanol

Huan Shen, Naoya Kurahashi, Takuya Horio,Kentaro Sekiguchi, and Toshinori Suzuki�doi:10.1246/cl.2010.668

671 Multifunctional Spin-carrying Anthraqui-none Derivatives

O

O

OR'C8H17O

C8H17O

OC8H17

OC8H17OR"

R'=TEMPO, R"=HR'=R"=TEMPOR'=PROXYL, R"=HR'=R"=PROXYLR'=TEMPO, R"=PROXYL

Magnetic PropertiesHeat-responsive Properties

Redox PropertiesBattery Properties

Yuuki Shibata, Hiroki Akutsu, Jun-ichiYamada, Masaharu Satoh, Uma S. Hiremath,Channabasaveshwar V. Yelamaggad, andShin’ichi Nakatsuji�doi:10.1246/cl.2010.671Electronic Supporting Information

http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan

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674 A Size-controlled Synthesis of Hollow Apa-tite Nanospheres at Water­Oil Interfaces

Wenhui He, Jinhui Tao, Haihua Pan, XurongXu, and Ruikang Tang�doi:10.1246/cl.2010.674Electronic Supporting Information

676 Cucurbit[7]uril Inclusion Complexes of Plat-inum(II)-based Anticancer Drugs: FurtherInsight

NH2

PtCl

NH3

H3N

NH2

PtCl

H3N

NH3

NH2 NH2

4+

4 NO3-

Bis-inclusion complex CT-3610 / cucurbit[7]uril: further investigations

Luca Goldoni, Mario Grugni,� SergioDe Munari, Mara Cassin, and RaffaellaBernardinidoi:10.1246/cl.2010.676Electronic Supporting Information

678 Performance of Nonhumidified Intermedi-ate-temperature Fuel Cells Based on ProticIonic Liquids Prepared from Oxo and AmideAcids

Tomohiro Yasuda, Shin-ichiro Nakamura,Seung-Yul Lee, and Masayoshi Watanabe�doi:10.1246/cl.2010.678Electronic Supporting Information

680 Effect of Surfactant on the Physical Proper-ties of Hierarchically Macro­MesoporousMetal Oxides

10 20 30 40 50 60 70 80

bInte

nsity

/ ar

b un

it

2θ / degree

a

1 1000.0

0.5

1.0

1.5

2.0

2.5

3.0

3.5

dV/d

log(

D)

/ cm

3 nm-1g-1

D / nm

a (with CTAB) b (without CTAB)

5 µm

5 µm

a

b

10

Tianying Zeng, Zhiming Zhou,� ZhenminCheng, and Weikang Yuandoi:10.1246/cl.2010.680Electronic Supporting Information

682 Photochemical Formation of a Core-cross-linked Micelle using an Anthracene-contain-ing Amphiphilic Copolymer

irradiation

in water

(λ > 360 nm)

Hiroshi Morikawa,� Yasuharu Kotaki, RyotaMihara, Yuki Kiraku, Shigetoshi Ichimura, andSuguru Motokuchodoi:10.1246/cl.2010.682Electronic Supporting Information

Chemistry Letters Vol.39, No.7 (2010)C-76

http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan

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684 Controllable Synthesis of TiO2 Submicro-spheres with Smooth or Rough Surface

Formation of TiO2 submicrospheres by a mild solvothermal method: The inner structure andsurface morphology can be controlled by HMTA.

Wei Wu, Xiangheng Xiao, Shaofeng Zhang,Juan Zhou, Feng Ren, and Changzhong Jiang�doi:10.1246/cl.2010.684Electronic Supporting Information

686 Cation-specific Transition from Vesicle toLamella for an Aromatic Diamine Lipid inAqueous Solutions

I (q

) (a

rb u

nit

)

I (q

) (a

rb u

nit

)

Tomoki Nishimura, Hiroyasu Masunaga, HirokiOgawa, Isamu Akiba, and Kazuo Sakurai�doi:10.1246/cl.2010.686Electronic Supporting Information

688 Elution Behavior of Proteins in CapillaryChromatography Using an Untreated Fused-silica Capillary Tube and a Water­Hydro-philic­Hydrophobic Organic Mixture Car-rier Solvent

Mixtures of isoluminol isothiocyanate and isoluminolisothiocyanate-labeled biopolymers, such as alcoholdehydrogenase and bovine serum albumin, wereanalyzed using a tube radial distribution chromatographywith chemiluminescence detection system. Theanalytes were separated and detected in the systemusing an untreated open capillary tube and awater–acetonitrile–ethyl acetate mixture carriersolution without any additives such as gels orapplication of a high voltage.

Yuji Masuhara, Naoya Jinno, MasahikoHashimoto, and Kazuhiko Tsukagoshi�doi:10.1246/cl.2010.688

690 Enantioselective ITO Electrode Modifiedwith Chiral Salen Co(II) Complex

The chiral salen Co(II)complex was immobilizedonto a conductive surfaceof ITO glass support and

selective detecting of MA.used as chirl selector for

Yuanyuan Yang, Jingya Hou, Bingxin Li, andLan Xu�doi:10.1246/cl.2010.690

692 Zirconium-substituted HexaaluminatesLa0.8ZrxNiAl11O19¹¤ for Carbon DioxideReforming of Methane

A study on hexaaluminates La0.8ZrxNiAl11O19−δ for CO2 reforming of CH4 is carried out. Aclose correlation is observed between substitution degree (x) and the Ni3+/Ni2+ ratios, whichdetermines the catalytic performance.

Jing Li, Dong Wang, Guangdong Zhou,� andTiexin Cheng�doi:10.1246/cl.2010.692

Chemistry Letters Vol.39, No.7 (2010) C-77

http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan

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695 Intramolecular Chirality Transfer in trans-5,6-Diaryl-5,6-dihydro-1,10-phenanthroline-5,6-diols: Solvato- and Halochromic Re-sponses by Circular Dichroism

Not only UV but also CD spectra change drastically upon addition of protic solvent and/or acid,thus furnishing novel two way input two way output response systems.

OH(ax)(ax)HO

ArAr

(M )

OH(eq)(eq)O

ArAr

(P )-(R,R )-1

N N N N

H

ring flip

protic solvent

acid

UV

CD

-(R,R )-1

Takanori Suzuki,� Youhei Miura, TatsuoNehira, Hidetoshi Kawai, and Kenshu Fujiwaradoi:10.1246/cl.2010.695Electronic Supporting Information

698 Racemization-free Monomer: ¡-Hydroxyiso-butyric Acid from Bio-based Lactic Acid

HOOH

HMe

OHO

OH

MeMe

O

O

O O

O

MeMe

MeMe

HOOH

MeH

Oα-hydroxyisobutyric acid

(HIBA)PTMG

O

MeMe

On

L-lactic acid

D-lactic acid

racemization-free

high Tm > 190°C

Methylation+

TMG

Kohtaro Watanabe, Yoshito Andou, YosihitoShirai, and Haruo Nishida�doi:10.1246/cl.2010.698Electronic Supporting Information

700 Synthesis, Structure, and Reaction of Tetra-ethyldilithiostannole

Sn

Et Et

Et Et

Ph Ph

4Li/Et2O

Sn

Et Et

Et Et

Li Li

t -BuClSn

Et

Et

Et

Et

Li

Sn

Et

Et

Et

Et

Li

23

−2PhLi

4

Masaichi Saito,� Takuya Kuwabara, ChikaKambayashi, Michikazu Yoshioka, KazuyaIshimura, and Shigeru Nagasedoi:10.1246/cl.2010.700Electronic Supporting Information

702 Cyclopropanation of Olefins with DiazoCompounds Catalyzed by a Dicopper-sub-stituted Silicotungstate [£-H2SiW10O36Cu2-(®-1,1-N3)2]4¹

R1

N2

COOR2

+R1

COOR2

R1 = aryl, alkyl R2 = Et, t -Bu

+ N2Keigo Kamata, Toshihiro Kimura, and NoritakaMizuno�doi:10.1246/cl.2010.702Electronic Supporting Information

704 Photocatalytic Oxidation of Aqueous Ammo-nia in the Presence of Oxygen over Platinum-loaded TiO2

0

2

4

6

0 50 100 150 200 250

[NH

3] /

mM

Time / min

1

3

5

O2 addition

The photocatalytic decomposition rate of

considerably by the addition of oxygen.aqueous ammonia over Pt–TiO2 was increased

Ikko Mikami,� Satoshi Aoki, and YasuyukiMiuradoi:10.1246/cl.2010.704

Chemistry Letters Vol.39, No.7 (2010)C-78

http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan

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706 Photoluminescence via Two Different Ex-cited States in a Mononuclear Europium(III)Complex with Tetradentate Schiff BaseLigands

357 nm

234 nm

ππ−π

π−π

613 nm

Photoluminescence of (Ctransitions by excitation at 357 or 234 nm in acetonitrile.

2H5)3NH[Eu(3,5Clsalen)2] displays emission bands resulting from f−f

Shouta Ebato, Masayuki Watanabe, KiyohikoNakajima, and Masanobu Tsuchimoto�doi:10.1246/cl.2010.706Electronic Supporting Information

708 Synthesis and Characterization of Chloride-incorporated Dodecavanadate from Dicop-per Complex of Macrocyclic Octadecavana-date

Chloride-incorportated dodecavanadate was synthesized from dicopper all-inorganic complexof cyclic octavanadate.

Taisei Kurata, Yoshihito Hayashi,� and KiyoshiIsobedoi:10.1246/cl.2010.708

710 Semiartificial Polysaccharide Can Provide aUnique Nanospace for the Construction ofSupramolecular Dye-assembly

Protection of dimerized cyanine dyes from photobleaching using nanocavity of CUR-N+.

-2.0

-1.5

-1.0

-0.5

0

0 10 20 30 40 50 60

ln(A

/A0)

Time / min

CUR-N+/MC540

PDDA/MC540

OHO

OHO

N NN

n

N+ Cl-

N

O

NN

O

O+Na-O3S

CUR-N+

MC540

S

Kouta Sugikawa, Munenori Numata,� KazukiSada, and Seiji Shinkai�doi:10.1246/cl.2010.710Electronic Supporting Information

712 Amine-buffered Phase Separating Tetra-ethoxysilane­Water Binary Mixture: A Sim-ple Precursor of Sol­Gel Derived MonolithicSilica Gels and Glasses

Shungo Kuwatani, Ryohei Maehana, KoichiKajihara,� and Kiyoshi Kanamuradoi:10.1246/cl.2010.712

714 Room Temperature Liquid Porphyrins

NH

N

HN

N

OR

OR

OR

OROR

RO

RO

OROR

ORRO

RO

Sumio Maruyama,� Kenta Sato, and HiroyukiIwahashidoi:10.1246/cl.2010.714Electronic Supporting Information

Chemistry Letters Vol.39, No.7 (2010) C-79

http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan

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717 Chemical Synthesis of Silver NanowiresUsing N,N-Dimethyldodecylamine Oxide

growth

(111) (100)

: tertiary amines

135°CDDAO

AgCl+

Ag nanoparticle AgNWHideki Matsune, Yudai Kuramitsu, SakaeTakenaka, and Masahiro Kishida�doi:10.1246/cl.2010.717Electronic Supporting Information

720 Microwave-assisted Synthesis of Diaryl Sele-nides. Elucidation of Cu(I)-catalyzed Reac-tion Mechanism ArSeSnBu3 + Ar'(Het)Br

5% mol [(phen)CuI]2

DMF, MW, 140°C15-50 min 82-97%

N

NCu Cu

N

N

Se

Se

Ar

Ar

- key intermediate

ArSeAr'(Het)

Irina P. Beletskaya,� Alexander S. Sigeev,Alexander S. Peregudov, Pavel V. Petrovskii,and Victor N. Khrustalevdoi:10.1246/cl.2010.720Electronic Supporting Information

723 [2 + 2 + 1] Cycloaddition between Alkynes,Acrylates, and Titanocene(II): RegioselectiveFormation of 5-Alkoxycarbonyltitanacyclo-pent-2-enes and Their Addition to Carbonyls

Shigeki Oishi, Kaoru Ohomika, AkiraTsubouchi, and Takeshi Takeda�doi:10.1246/cl.2010.723Electronic Supporting Information

726 Synthesis and Hybridization Properties ofOligonucleotides Incorporating Bi- and Tri-cyclic Cytosine Derivatives

N

N

OO

O

O

NHO

N

N

OO

O

NHHN

S

O N

N

OO

O

NH

H3C

ON

N

OO

O

NHO

CH3

O

ac4C Ctpp Cpyr CpnxAkihiro Ohkubo, Toshiyuki Sakaue, HirosukeTsunoda, Kohji Seio, and Mitsuo Sekine�doi:10.1246/cl.2010.726

728 1-Methylimidazolium Chlorosulfate ([HMIm]-SO3Cl): A Novel Ionic Liquid with DualBrønsted­Lewis Acidity

Quanxi Bao, Kun Qiao,� Daisuke Tomida, andChiaki Yokoyamadoi:10.1246/cl.2010.728Electronic Supporting Information

Chemistry Letters Vol.39, No.7 (2010)C-80

http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan

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730 Synthesis of MTW-type Zeolites in theAbsence of Organic Structure-directingAgent

Kenta Iyoki, Yoshihiro Kamimura, KeijiItabashi, Atsushi Shimojima, and TatsuyaOkubo�doi:10.1246/cl.2010.730Electronic Supporting Information

732 Direct Synthesis of Acyl Azides from Car-boxylic Acids Using 2-Azido-1,3-dimethyl-imidazolinium Chloride

NMeMeN

NN

N−+

+

Cl−

+Et3N

R OH

O

R N3

O

Mitsuru Kitamura,� Norifumi Tashiro, YusukeTakamoto, and Tatsuo Okauchidoi:10.1246/cl.2010.732

734 Design of a SNARF-based Ratiometric Fluo-rescent Probe for Esterase

O

O

N

O

O

COO

SNARF-OAM

Esterase

O

O

N

COO

SNARF

pH9.0-Esterase

pH9.0+Esterase

Eiji Nakata,� Yoshihiro Yukimachi, YoshijiroNazumi, Yoshihiro Uto, Toshihiro Hashimoto,Yasuko Okamoto, and Hitoshi Hori�doi:10.1246/cl.2010.734

736 Theoretical Studies of the Mechanism ofProton Transfer at the Surface of ZirconiumPhosphate

Takaya Ogawa, Hiroshi Ushiyama,� KoichiYamashita, Ju-Myeung Lee, and TakeoYamaguchidoi:10.1246/cl.2010.736

738 A New Ring-opening Chromene Molecule:Colorimetric Detection of Cyanide Anion

A chromene derivative, 7-nitro-2,3-dihydro-1H-cyclopenta[b]chromen-1-one (1) exhibited muchhigher selectivity for detecting cyanide anion compared with other anions, F−, Cl−, Br−, I−, SCN−,AcO−, NO3

−, ClO4−, SO4

2−, PO43−, SO3

2−, CO32−, and C2O4

2−, in aqueous media through a visualcolor change from colorless to yellow.

Fang-Jun Huo, Jing Su, Yuan-Qiang Sun,Cai-Xia Yin,� and Jian-Bin Chaodoi:10.1246/cl.2010.738

Chemistry Letters Vol.39, No.7 (2010) C-81

http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan

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741 Preparation of Aluminum Hydroxide andAlumina Particles in an Ionic Liquid

Keigo Kinoshita, Hideto Minami,� YasunoriTarutani, and Masayoshi Okubodoi:10.1246/cl.2010.741

744 Rhodium-catalyzed Oxidative Coupling/Cyclization of Benzamides with Alkynes viaC­H Bond Cleavage

N

Ph

O

Ph

Ph

O

NH2

H

O

NH

Ph

HPh Ph

Ph Ph

Rh-cat.Cu-salt

1:1

1:2

Satoshi Mochida, Nobuyoshi Umeda, KojiHirano, Tetsuya Satoh,� and Masahiro Miura�doi:10.1246/cl.2010.744Electronic Supporting Information

747 Structure Determination of H-LDS: AnAcidified Form of the Layered Silicate K-LDS

Potassium-ion-included layered silicate K-LDS was transformed to H-LDS, which hasa metastable structure immobilized by strong hydrogen bonding, by acid treatment.

Takuji Ikeda,� Manami Uenaka, KenichiKomura, and Yoshihiro Sugidoi:10.1246/cl.2010.747Electronic Supporting Information

750 Photoreduction of Graphene Oxide Nano-sheet by UV-light Illumination under H2

Yasumichi Matsumoto,� Masato Morita, SuYeon Kim, Yusuke Watanabe, MichioKoinuma, and Shintaro Idadoi:10.1246/cl.2010.750Electronic Supporting Information

753 Physicochemical Properties of Glyme­Li SaltComplexes as a New Family of Room-temperature Ionic Liquids

Certain glyme−Li salt complexes, which are composed of equimolar mixtures of a glymeand a Li salt, are liquid under ambient conditions with physicochemical properties such ashigh thermal stability, wide potential window, high ionic conductivity, and high Li+

transference number, and can be regarded as a new family of room-temperature ionicliquids.

Takashi Tamura, Kazuki Yoshida, TakeshiHachida, Mizuho Tsuchiya, MegumiNakamura, Yuichi Kazue, Naoki Tachikawa,Kaoru Dokko, and Masayoshi Watanabe�doi:10.1246/cl.2010.753Electronic Supporting Information

Chemistry Letters Vol.39, No.7 (2010)C-82

http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan

Page 9: Chemistry Letters · 2013. 2. 5. · 682 Photochemical Formation of a Core-cross- ... analyzed using a tube radial distribution chromatography with chemiluminescence detection system.

756 ESR Spectrum Attributed to Trisulfide Neu-tral Radical [RSS(R)S●R] of Protein Ob-served for ¡-Keratin Present in WhiteHuman Hair

ESR spectrum ascribed to be the trisulfide neutral radical of protein (RSS(R)S•R, g1 =2.055, g2 = 2.035, and g3 = 2.000) is observed for the first time for α-keratin present indried human white hair exposed to near-UV radiation under a helium atmosphere.

R1

S

R2

H

H+

Trp* Trp+

Trpnear-UVradiation

trisulfide neutral radicalg1 = 2.055, g2 = 2.035, g3 = 2.000

disulfide bond ofα-keratin present inhuman white hair

disulfideneutralradical

neighboringdisulfide bondR3

SR4 R1

SR3

S

R4R1

SR2

HS R2

R1 S

thermalS-S bondcleavage

thiylradical

S S

S

SNaoki Yanagi, Masanao Niwa, YasuhiroSakurai, Akira Nakajima, Kenji Kanaori, andKunihiko Tajima�doi:10.1246/cl.2010.756

758 Synthesis, Structure, and Reversible Depro-tonation of a Half-sandwich Iridium Com-plex Bearing a Chelating Oxime Ligand

Megumi Watanabe, Yohei Kashiwame, ShigekiKuwata,� and Takao Ikariya�doi:10.1246/cl.2010.758Electronic Supporting Information

760 Room-temperature Synthesis of CdMoO4

Nanooctahedra in the Hemline Length of30 nm

Uniform single-crystal CdMoO4

nanooctahedra in the hemline lengthof 30 nm have been synthesized via areverse-microemulsion route at roomtemperature.

Yanfen Li, Yan Mi, Junying Jiang, and ZaiyinHuang�doi:10.1246/cl.2010.760

762 Systematic Bathochromic Shift of Charge-transfer Bands ofMixed-metal Prussian-blueNanoparticles Depending on Their Compo-sition Ratios of Fe and Ni

Mixed-metal Prussian-blue nanoparticles of FexNiy[Fe(CN)6]2.zH2O (x + y = 3, z = 8−12)

were successfully dispersed into n-butanol through surface modification and exhibited asystematic bathochromic shift of the charge-transfer bands of the FeII−CN−FeIII

components depending on their composition ratios.

Synopsis

FeII FeIII FeII CNNCCN

CN

NC

H2O FeIII NC FeII CN

CN

CN

H2O FeIII NC

NC

FeIII CN

NC

OH2NiII

NC

CN

FeIIIOH2

C

CN

CN

NC

FeIII CN

CN

NiII

H2ONC

NC

FeII CN

NC

NC

NC

NC

C

NC

CN

CN

NC

NH2O

H2O

H2ON

H2O

Modification ofsurface M-OH2 sites

Transparent dispersion solutionsof the mixed-metal PB NPs

x = 2.4 1.8 1.2 0.6FexNiy[Fe(CN)6]2

PB Ni-PBA

Manabu Ishizaki, Akihito Gotoh, Makiko Abe,Masatomi Sakamoto, Hisashi Tanaka, TohruKawamoto, and Masato Kurihara�doi:10.1246/cl.2010.762Electronic Supporting Information

764 Cross Coupling of Arylboronic Acids withImidazoles by Sulfonatocopper(II)(salen)Complex in Water

X

B(OH)2

+Catalyst, air

H2O,100 °C XNet-NHR R

N-Het

X=C, N

A mild and clean protocol for the cross coupling reactions between imidazoles andarylboronic acids has been developed with good to excellent yields up to 98% in the presenceof sulfonatocopper(II)(salen) catalyst in water without addition of other additives and bases.

Lixia Wang, Zhaoqiong Jiang, Lintao Yu, LiliLi, Zhengkai Li,� and Xiangge Zhou�doi:10.1246/cl.2010.764Electronic Supporting Information

Chemistry Letters Vol.39, No.7 (2010) C-83

http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan

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766 Indium(III)-catalyzed Coupling between Al-kynes and Aldehydes to ¡,¢-UnsaturatedKetones R1 + RCHO R1

O

R

InX3 (5 mol%)BuOH (1 equiv)

neat, 100 °CX = OTf, NTf2

R2

R2

CHO

R3 as above

CH2Cl2 or Cl(CH2)2Cl0-80 °C

O

R3

( )n( )n

n = 1-3

Katsukiyo Miura,� Kiyomi Yamamoto, AyaYamanobe, Keisuke Ito, Hidenori Kinoshita,Junji Ichikawa, and Akira Hosomidoi:10.1246/cl.2010.766Electronic Supporting Information

768 Novel Method for Construction of a Metal­Organic Monolayer­Si Structure UtilizingThiol-terminated Monolayer CovalentlyBonded to the Surface through Si­C Bonds

Hitoshi Fukumitsu, Takuya Masuda, Deyu Qu,Yusuke Waki, Hidenori Noguchi, KatsuakiShimazu, and Kohei Uosaki�doi:10.1246/cl.2010.768Electronic Supporting Information

771 Synthesis and Crystal Structures of 1,4,8,11-Tetraalkyl-6,13-diphenylpentacenes

Ph

PhR

R

R

R

1a: R = Me 1b: R = Pr

400 500 600 700 800

Abs

orba

nce

/ arb

uni

t

Wavelength / nm

1a1b

herringbone with π-overlap slipped-parallel without π-overlap

Chitoshi Kitamura,� Takao Naito, AkioYoneda, Takeshi Kawase, and Toshiki Komatsudoi:10.1246/cl.2010.771Electronic Supporting Information

774 Extraction of Cd2+ and Am3+ Ions intoOrganic and Fluorous Solvents with a TPENChelating Agent bearing a Fluoroalkyl Sub-stituent

NN

N

NN

N

O

O

O

O

F

F

F

F

FF

F F

F

FF

F

F F

FF

F

FF

FN

N

N

NN

N

High performanceunder highly acidic conditions

Efficient extractant for CdII and AmIII

with organic and fluorous solvents

Tatsuya Kida, Yusuke Inaba, Wataru Watanabe,Yasutaka Nakajima, Sachio Fukuoka, KenjiTakeshita,� and Atsunori Mori�doi:10.1246/cl.2010.774Electronic Supporting Information

777 Synthesis of Mesoporous Carbon Using aFullerenol-based Precursor Solution viaNanocasting with SBA-15

Yoji Doi, Azusa Takai, Sho Makino,Logudurai Radhakrishnan, Norihiro Suzuki,Wataru Sugimoto,� Yusuke Yamauchi,� andKazuyuki Kurodadoi:10.1246/cl.2010.777Electronic Supporting Information

Chemistry Letters Vol.39, No.7 (2010)C-84

http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan

Page 11: Chemistry Letters · 2013. 2. 5. · 682 Photochemical Formation of a Core-cross- ... analyzed using a tube radial distribution chromatography with chemiluminescence detection system.

780 Dependence of Single-photon Emission fromSingle Conjugated Polymer Chains on TheirSpatial Size as Determined by Photon-correlation Measurements in Fluid Solution

Polymer chains with faster translational diffusion time exhibited a high probability ofsingle-photon emission.

*

*

O

O nMEH-PPV

Fluorescencedetection

Excitation laser

Sample solution 0.001 0.01 0.1 1 10 1001

2

G(τ

) (N

orm

aliz

ed)

Time/ms

−100 0 1000.0

0.5

1.0

1.5

g(2

) (τ)

Time / ns

Sadahiro Masuo,� Nobuhiro Nishi, MasaakiHosugi, Shinjiro Machida, and Akira Itayadoi:10.1246/cl.2010.780

783 Preparation of Zinc Oxide Nanoparticles byUsing Microwave-induced Plasma in Liquid Microwave

Generator

UW-1500

3-StubTuner

ReactionVessel

TungstenElectrode

CoaxialAdaptorPower

Meter

ShortPlunger

ViewWindow

20 nm

Tetsu Yonezawa,� Atsushi Hyono, SusumuSato, and Osamu Ariyadadoi:10.1246/cl.2010.783

786 Engineering of the Redox Ribozyme for theDetermination of Its Architecture

Swetansu. B. Pattnaik, Koichiro Jin, KazukiFutai, and Hiroaki Suga�doi:10.1246/cl.2010.786Electronic Supporting Information

788 Conductance of Single Triangular Dehydro-benzo[12]annulene Derivative Bridged be-tween Au Electrodes

Manabu Kiguchi,� Kazukuni Tahara,� YuutaTakahashi, Kensuke Hasui, and Yoshito Tobe�doi:10.1246/cl.2010.788Electronic Supporting Information

790 Electrochemically Controlled Self-assemblyof Lipophilic FeII 1,2,4-Triazole Complexesin Chloroform

Oxidation

ReductionKeita Kuroiwa and Nobuo Kimizuka�doi:10.1246/cl.2010.790Electronic Supporting Information

Chemistry Letters Vol.39, No.7 (2010) C-85

http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan

Page 12: Chemistry Letters · 2013. 2. 5. · 682 Photochemical Formation of a Core-cross- ... analyzed using a tube radial distribution chromatography with chemiluminescence detection system.

792 Dye-sensitized Solar Cells with Halide-bridged Mixed-valence Cu(I)­Cu(II) Coordi-nation Polymers with Hexamethylenedithio-carbamate Ligand

The application of halide-bridged mixed-valence Cu(I)−Cu(II) coordination polymers withhexamethylenedithiocarbamate (Hm-dtc) ligand is novel as sensitizing materials for dye-sensitized solar cells (DSSCs) with poly(3,4-ethylenedioxythiophene) tetramethacrylate(PEDOT-TMA) counter electrode.

Voltage / V0.0 0.1 0.2 0.3 0.4 0.5 0.6C

urr

ent

Den

sity

/ m

A c

m−2

0.0

0.1

0.2

0.3

0.4

0.5 1 2

N

S

S

Cu

S

S

N

Cu

XCu

X

N

S

S

Cu

S

S

N

Cu

XCu

X

N

S

S

Cu

S

S

N

Cu

XCu

X

NCCH3 NCCH3NCCH3

H3CCN H3CCN H3CCN

··········

X = Br- (1) and I-(2)

[Cu(Hm-dtc)2]

Kyung Ho Kim,� Takashi Okubo,� NaoyaTanaka, Naoto Mimura, Masahiko Maekawa,and Takayoshi Kuroda-Sowadoi:10.1246/cl.2010.792Electronic Supporting Information

Chemistry Letters Vol.39, No.7 (2010)C-86

http://www.csj.jp/journals/chem-lett/Copyright © 2010 The Chemical Society of Japan