Literature DB >> 34060564

Electrocatalysis as an enabling technology for organic synthesis.

Luiz F T Novaes1, Jinjian Liu1, Yifan Shen1, Lingxiang Lu1, Jonathan M Meinhardt1, Song Lin1.   

Abstract

Electrochemistry has recently gained increased attention as a versatile strategy for achieving challenging transformations at the forefront of synthetic organic chemistry. Electrochemistry's unique ability to generate highly reactive radical and radical ion intermediates in a controlled fashion under mild conditions has inspired the development of a number of new electrochemical methodologies for the preparation of valuable chemical motifs. Particularly, recent developments in electrosynthesis have featured an increased use of redox-active electrocatalysts to further enhance control over the selective formation and downstream reactivity of these reactive intermediates. Furthermore, electrocatalytic mediators enable synthetic transformations to proceed in a manner that is mechanistically distinct from purely chemical methods, allowing for the subversion of kinetic and thermodynamic obstacles encountered in conventional organic synthesis. This review highlights key innovations within the past decade in the area of synthetic electrocatalysis, with emphasis on the mechanisms and catalyst design principles underpinning these advancements. A host of oxidative and reductive electrocatalytic methodologies are discussed and are grouped according to the classification of the synthetic transformation and the nature of the electrocatalyst.

Year:  2021        PMID: 34060564     DOI: 10.1039/d1cs00223f

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  25 in total

1.  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

2.  Radical C(sp3)-H functionalization and cross-coupling reactions.

Authors:  Dung L Golden; Sung-Eun Suh; Shannon S Stahl
Journal:  Nat Rev Chem       Date:  2022-05-17       Impact factor: 34.571

3.  Ritter-type amination of C(sp3)-H bonds enabled by electrochemistry with SO42.

Authors:  Ling Zhang; Youtian Fu; Yi Shen; Chengyu Liu; Maolin Sun; Ruihua Cheng; Weiping Zhu; Xuhong Qian; Yueyue Ma; Jinxing Ye
Journal:  Nat Commun       Date:  2022-07-16       Impact factor: 17.694

4.  Electrochemical aromatic C-H hydroxylation in continuous flow.

Authors:  Hao Long; Tian-Sheng Chen; Jinshuai Song; Shaobin Zhu; Hai-Chao Xu
Journal:  Nat Commun       Date:  2022-07-08       Impact factor: 17.694

Review 5.  Metal-Free Synthesis of N-Heterocycles via Intramolecular Electrochemical C-H Aminations.

Authors:  Huiqiao Wang; Yongjun Zheng; Hucheng Xu; Jiaru Zou; Congrui Jin
Journal:  Front Chem       Date:  2022-06-20       Impact factor: 5.545

6.  Facile and general electrochemical deuteration of unactivated alkyl halides.

Authors:  Pengfei Li; Chengcheng Guo; Siyi Wang; Dengke Ma; Tian Feng; Yanwei Wang; Youai Qiu
Journal:  Nat Commun       Date:  2022-06-30       Impact factor: 17.694

7.  Modular terpene synthesis enabled by mild electrochemical couplings.

Authors:  Stephen J Harwood; Maximilian D Palkowitz; Cara N Gannett; Paulo Perez; Zhen Yao; Lijie Sun; Héctor D Abruña; Scott L Anderson; Phil S Baran
Journal:  Science       Date:  2022-02-17       Impact factor: 63.714

8.  "How Should I Think about Voltage? What Is Overpotential?": Establishing an Organic Chemistry Intuition for Electrochemistry.

Authors:  Jordan E Nutting; James B Gerken; Alexios G Stamoulis; David L Bruns; Shannon S Stahl
Journal:  J Org Chem       Date:  2021-10-05       Impact factor: 4.354

9.  Atropoenantioselective palladaelectro-catalyzed anilide C-H olefinations viable with natural sunlight as sustainable power source.

Authors:  Johanna Frey; Xiaoyan Hou; Lutz Ackermann
Journal:  Chem Sci       Date:  2022-02-10       Impact factor: 9.825

10.  Chemoselective, Scalable Nickel-Electrocatalytic O-Arylation of Alcohols.

Authors:  Hai-Jun Zhang; Longrui Chen; Martins S Oderinde; Jacob T Edwards; Yu Kawamata; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-15       Impact factor: 16.823

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