Literature DB >> 29077393

Electrogenerated Cationic Reactive Intermediates: The Pool Method and Further Advances.

Jun-Ichi Yoshida1, Akihiro Shimizu1, Ryutaro Hayashi1.   

Abstract

Electrochemistry serves as a powerful method for generating reactive intermediates, such as organic cations. In general, there are two ways to use reactive intermediates for chemical reactions: (1) generation in the presence of a reaction partner and (2) generation in the absence of a reaction partner with accumulation in solution as a "pool" followed by reaction with a subsequently added reaction partner. The former approach is more popular because reactive intermediates are usually short-lived transient species, but the latter method is more flexible and versatile. This review focuses on the latter approach and provides a concise overview of the current methods for the generation and accumulation of cationic reactive intermediates as a pool using modern techniques of electrochemistry and their reactions with subsequently added nucleophilic reaction partners.

Year:  2017        PMID: 29077393     DOI: 10.1021/acs.chemrev.7b00475

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  35 in total

1.  Electrochemistry Broadens the Scope of Flavin Photocatalysis: Photoelectrocatalytic Oxidation of Unactivated Alcohols.

Authors:  Wen Zhang; Keith L Carpenter; Song Lin
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-18       Impact factor: 15.336

2.  Electrochemical Functional-Group-Tolerant Shono-type Oxidation of Cyclic Carbamates Enabled by Aminoxyl Mediators.

Authors:  Fei Wang; Mohammad Rafiee; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-02       Impact factor: 15.336

3.  Concepts and tools for mechanism and selectivity analysis in synthetic organic electrochemistry.

Authors:  Cyrille Costentin; Jean-Michel Savéant
Journal:  Proc Natl Acad Sci U S A       Date:  2019-05-17       Impact factor: 11.205

4.  Electroreductive Carbofunctionalization of Alkenes with Alkyl Bromides via a Radical-Polar Crossover Mechanism.

Authors:  Wen Zhang; Song Lin
Journal:  J Am Chem Soc       Date:  2020-11-24       Impact factor: 15.419

5.  Electrochemical Fluorination of Vinyl Boronates through Donor-Stabilized Vinyl Carbocation Intermediates.

Authors:  Benjamin Wigman; Woojin Lee; Wenjing Wei; Kendall N Houk; Hosea M Nelson
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-03       Impact factor: 15.336

6.  Site-Selective Synthesis of N-Benzyl 2,4,6-Collidinium Salts by Electrooxidative C-H Functionalization.

Authors:  Bill J Motsch; Sarah E Wengryniuk
Journal:  Org Lett       Date:  2022-08-08       Impact factor: 6.072

7.  Electrophotocatalytic Acetoxyhydroxylation of Aryl Olefins.

Authors:  He Huang; Tristan H Lambert
Journal:  J Am Chem Soc       Date:  2021-05-05       Impact factor: 15.419

8.  Nickel catalysis enables convergent paired electrolysis for direct arylation of benzylic C-H bonds.

Authors:  Lei Zhang; Xile Hu
Journal:  Chem Sci       Date:  2020-04-27       Impact factor: 9.825

9.  Mangana(iii/iv)electro-catalyzed C(sp3)-H azidation.

Authors:  Tjark H Meyer; Ramesh C Samanta; Antonio Del Vecchio; Lutz Ackermann
Journal:  Chem Sci       Date:  2020-12-28       Impact factor: 9.825

10.  Copper catalyzed late-stage C(sp3)-H functionalization of nitrogen heterocycles.

Authors:  Zhe Chang; Jialin Huang; Si Wang; Geshuyi Chen; Heng Zhao; Rui Wang; Depeng Zhao
Journal:  Nat Commun       Date:  2021-07-15       Impact factor: 14.919

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