Supporting Information for: Structural and S Group … Supporting Information for: Structural and...
Transcript of Supporting Information for: Structural and S Group … Supporting Information for: Structural and...
![Page 1: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/1.jpg)
1
SupportingInformationfor:
StructuralandSubstituentGroupEffectsonMultielectronStandardReductionPotentialsofAromatic
N-heterocycles
MitchellC.Groenenboom,1KarthikeyanSaravanan,1YaqunZhu,1JeffreyM.Carr,1AudeMarjolin,1
GabrielG.Faura,2EricC.Yu,2RaymondN.Dominey,2JohnA.Keith1,*
1DepartmentofChemicalandPetroleumEngineering,UniversityofPittsburgh,Pittsburgh,Pennsylvania
15261,UnitedStates
2DepartmentofChemistry,UniversityofRichmond,Richmond,Virginia23173
TableS1.EnergydifferencesbetweenB3LYP/ACCD//B3LYP/6-31+G*andB3LYP/ACCD//B3LYP/ACCD
![Page 2: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/2.jpg)
2
Asseenin
TableS1,thedifferencesinenergiesbetweenB3LYP/ACCD//B3LYP/6-31+G*and
B3LYP/ACCD//B3LYP/ACCDareminimal.
Table1.SubstituentgroupeffectsonabsolutepKasandredoxpotential
PourbaixDiagrams
![Page 3: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/3.jpg)
3
FigureS1.Quinolinepourbaixdiagram
FigureS2.2-quinolinepourbaixdiagram
![Page 4: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/4.jpg)
4
FigureS3.1,2-diazinepourbaixdiagram
FigureS4.1,3-diazinepourbaixdiagram
![Page 5: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/5.jpg)
5
FigureS5.1.4-diazinepourbaixdiagram
FigureS6.1,4-naphthyridinepourbaixdiagram
![Page 6: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/6.jpg)
6
FigureS7.1,6-naphthyridinepourbaixdiagram
FigureS8.1,8-naphthyridinepourbaixdiagram
![Page 7: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/7.jpg)
7
FigureS9.Phenanthrolinepourbaixdiagram
FigureS10.2,2’-bipyridinepourbaixdiagram
![Page 8: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/8.jpg)
8
FigureS11.4,4’-bipyridinepourbaixdiagram
FigureS12.4-Cl-quinolinepourbaixdiagram
![Page 9: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/9.jpg)
9
FigureS13.Pteridinepourbaixdiagram
FigureS14.Adeninepourbaixdiagram
![Page 10: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/10.jpg)
10
FigureS15.Purinepourbaixdiagram
FigureS16.Benzimidazolepourbaixdiagram
![Page 11: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/11.jpg)
11
FigureS17.4-CN-quinolinePourbaixdiagram
FigureS18.MercaptopridinePourbaixdiagram
![Page 12: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/12.jpg)
12
FigureS19.2-picolinePourbaixdiagram
FigureS20.3-picolinePourbaixdiagram
![Page 13: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/13.jpg)
13
FigureS21.4-picolinePourbaixdiagram
FigureS22.2,6-lutadinePourbaixdiagram
![Page 14: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/14.jpg)
14
FigureS23.2,5-lutidinePourbaixdiagram
FigureS24.4-aminopyridinePourbaixdiagram
![Page 15: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/15.jpg)
15
FigureS25.N,N-dimethyl-4-aminopyridine
FigureS26.NicotinamidePourbaixdiagram
![Page 16: Supporting Information for: Structural and S Group … Supporting Information for: Structural and Substituent Group Effects on Multielectron Standard Reduction Potentials of Aromatic](https://reader035.fdocuments.in/reader035/viewer/2022062909/5afc5db77f8b9a3234902e44/html5/thumbnails/16.jpg)
16
FigureS27.4-acetylquinolinePourbaixdiagram