Catalysis by electrons and holes: formal potential scales and preparative organic electrochemistry

Literature Information

Publication Date 2015-05-07
DOI 10.1039/C5QO00075K
Impact Factor 5.281
Authors

Oana R. Luca, Jeffrey L. Gustafson, Sean M. Maddox, Aidan Q. Fenwick, Daryl C. Smith


View Original

Abstract

The present review surveys current chemical understanding of catalysis by addition and removal of an electron. As an overarching theme of this type of catalysis, we introduce the role of redox scales in oxidation and reduction reactions as a direct analogue of pKa scales in acid/base catalysis. Each scale is helpful in determining the type of reactivity to be expected. In addition, we describe several means of generating electrons and holes via chemical reactions, plasmonic resonance, radiolytic, photochemical and electrochemical methods. We specifically draw parallels between the now well-established fields of photoredox catalysis and chemical opportunities made available by electrochemical methods. We highlight accessible potential ranges for a series of electrochemical solvents and provide a discussion on experimental design, pitfalls and some remaining challenges in preparative organic electrochemistry.

Related Literature

A novel three-component coupling reaction of aryne, CN derivatives, and acrylonitrile

Yangang Wu, Wenbo Cai, Lulu Yu, Junbiao Chang, Chuanjun Song

2023-11-13 Research Article

DOI: 10.1039/D3QO01454A

Porphyrin- and Bodipy-helicene conjugates: syntheses, separation of enantiomers and chiroptical properties

Vincent Silber, Marion Jean, Nicolas Vanthuyne, Natalia Del Rio, Paola Matozzo, Jeanne Crassous, Romain Ruppert

2023-10-25 Paper

DOI: 10.1039/D3OB01459B

Pulsed electrolysis: enhancing primary benzylic C(sp3)–H nucleophilic fluorination

Alexander P. Atkins, Atul K. Chaturvedi, Joseph A. Tate, Alastair J. J. Lennox

2023-12-13 Research Article

DOI: 10.1039/D3QO01865B

Iridium/nickel dual catalyzed hydroacylation of hetero-bicyclic alkenes under visible-light irradiation

Li Meng, Chunhui Yang, Jun Dong, Wanliu Wen, Jingchao Chen

2023-11-14 Research Article

DOI: 10.1039/D3QO01377D

Syntheses of 3H-1,2,4-triazol-3-ones by copper-promoted oxidative N–N bond formation of amidines with isocyanates

Baihui Liang, Xiangya Cai, JingYu Liu, Jie Huang, Youzhi Chen, Haiyin Deng, Quanquan Zhou, Tianxiang Chen, Xiuwen Chen, Zhongzhi Zhu

2023-11-21 Research Article

DOI: 10.1039/D3QO01565C

Asymmetric total synthesis of montanine-type amaryllidaceae alkaloids

Fang Wang, Xiaohan Xu, Yangtian Yan, Jiayang Zhang, Yang Yang

2023-12-03 Research Article

DOI: 10.1039/D3QO01835K

Visible light photoredox-catalyzed deoxydisulfuration of alcohols

Chaoyang Liu, Xiaoman Lin, Delie An

2023-11-22 Research Article

DOI: 10.1039/D3QO01742G

Cu-catalyzed arylation of S-tosyl peptides with arylboronic acids

Junjie Ying, Jingrong Huang, Chenguang Liu, Fa-Jie Chen

2023-11-08 Research Article

DOI: 10.1039/D3QO01534C

Access to disulfides through ligand-controlled nickel-catalyzed dithiosulfonate and alkyl halides

Wang Chen, Xin-yu Liu, Yi-Fan Jiang, Weidong Rao, Shu-Su Shen, Zhao-Ying Yang, Shun-Yi Wang

2023-12-19 Research Article

DOI: 10.1039/D3QO01868G

You might also like

Compound Q&A

How should 2-Methylbenzene-1,4-diamine dihydrochloride (CAS: 615-45-2) be stored?

2-Methylbenzene-1,4-diamine dihydrochloride (CAS: 615-45-2) should be stored in ...

615-45-22-Methylbenzene-1,4-...
Compound Q&A

Is (1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide (CAS: 132747-20-7) safe?

(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide is generally considered sa...

132747-20-7(1S,4S)-2,5-Diazabic...
Compound Q&A

What industries use (6-Chloropyridazin-3-YL)methanamine (CAS: 871826-15-2)?

(6-Chloropyridazin-3-YL)methanamine finds applications in the pharmaceutical ind...

871826-15-2(6-Chloropyridazin-3...
Compound Q&A

What are the main uses of 2-Fluoro-3-methylphenol (CAS: 77772-72-6)?

2-Fluoro-3-methylphenol is primarily used in the synthesis of pharmaceuticals, p...

77772-72-62-Fluoro-3-methylphe...
Compound Q&A

What precautions should be taken when handling 3-Methoxy-4-nitrobenzonitrile (CAS: 177476-75-4)?

When handling 3-Methoxy-4-nitrobenzonitrile, it is important to wear appropriate...

177476-75-43-Methoxy-4-nitroben...
Compound Q&A

What precautions should be taken when handling 1,3-Oxazolo[4,5-b]pyridine-2(3H)-thione (CAS: 211949-57-4)?

When handling 1,3-Oxazolo[4,5-b]pyridine-2(3H)-thione (CAS: 211949-57-4), it is ...

211949-57-4[1,3]Oxazolo[4,5-b]p...
Compound Q&A

What regulatory guidelines apply to 4-Ethynylbenzamide (CAS: 90347-86-7)?

4-Ethynylbenzamide (CAS: 90347-86-7) falls under various regulatory guidelines i...

90347-86-74-Ethynylbenzamide
Compound Q&A

What are the main uses of 3-(2-Ethylphenyl)-2-thioxo-4-imidazolidinone (CAS: 186822-57-1)?

3-(2-Ethylphenyl)-2-thioxo-4-imidazolidinone is primarily used as an intermediat...

186822-57-13-(2-Ethylphenyl)-2-...
Compound Q&A

What is (2-Fluoro-6-methoxyphenyl)acetic acid (CAS: 500912-19-6)?

(2-Fluoro-6-methoxyphenyl)acetic acid, also known as 4-fluoro-3-methoxybenzoic a...

500912-19-6(2-Fluoro-6-methoxyp...
Compound Q&A

What is the market or research trend for 2-[4-(Hydroxymethyl)phenoxy]ethanol (CAS: 102196-18-9)?

Market trends for 2-[4-(Hydroxymethyl)phenoxy]ethanol (CAS: 102196-18-9) indicat...

102196-18-92-[4-(Hydroxymethyl)...

Source Journal

Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
Articles per Year: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.