Literature DB >> 29509336

Electrochemical C-H Amination by Cobalt Catalysis in a Renewable Solvent.

Nicolas Sauermann1, Ruhuai Mei1, Lutz Ackermann1.   

Abstract

Syntheses of substituted anilines primarily rely on palladium-catalyzed coupling chemistry with prefunctionalized aryl electrophiles. While oxidative aminations have emerged as powerful alternatives, they largely produce undesired metal-containing by-products in stoichiometric quantities. In contrast, described herein is the unprecedented electrochemical C-H amination by cobalt-catalyzed C-H activation. The environmentally benign electrocatalysis avoids stoichiometric metal oxidants, can be conducted under ambient air, and employs a biomass-derived, renewable solvent for sustainable aminations in an atom- and step-economical manner with H2 as the sole byproduct.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; amination; cobalt; electrocatalysis; renewable resources

Year:  2018        PMID: 29509336     DOI: 10.1002/anie.201802206

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  15 in total

1.  Azaruthena(II)-bicyclo[3.2.0]heptadiene: Key Intermediate for Ruthenaelectro(II/III/I)-catalyzed Alkyne Annulations.

Authors:  Long Yang; Ralf Steinbock; Alexej Scheremetjew; Rositha Kuniyil; Lars H Finger; Antonis M Messinis; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-05-12       Impact factor: 15.336

2.  Photoelectrocatalytic Arene C-H Amination.

Authors:  Lei Zhang; Laurent Liardet; Jingshan Luo; Dan Ren; Michael Grätzel; Xile Hu
Journal:  Nat Catal       Date:  2019-02-18

3.  Electrooxidative para-selective C-H/N-H cross-coupling with hydrogen evolution to synthesize triarylamine derivatives.

Authors:  Kun Liu; Shan Tang; Ting Wu; Shengchun Wang; Minzhu Zou; Hengjiang Cong; Aiwen Lei
Journal:  Nat Commun       Date:  2019-02-07       Impact factor: 14.919

4.  Electrophotocatalytic Undirected C-H Trifluoromethylations of (Het)Arenes.

Authors:  Youai Qiu; Alexej Scheremetjew; Lars H Finger; Lutz Ackermann
Journal:  Chemistry       Date:  2020-02-19       Impact factor: 5.236

5.  Electrochemical oxidation-induced etherification via C(sp3)─H/O─H cross-coupling.

Authors:  Huamin Wang; Kailun Liang; Wenpeng Xiong; Supravat Samanta; Wuqin Li; Aiwen Lei
Journal:  Sci Adv       Date:  2020-05-15       Impact factor: 14.136

6.  Cobalta-Electrocatalyzed C-H Activation in Biomass-Derived Glycerol: Powered by Renewable Wind and Solar Energy.

Authors:  Tjark H Meyer; Gleb A Chesnokov; Lutz Ackermann
Journal:  ChemSusChem       Date:  2020-01-30       Impact factor: 8.928

7.  Carboxylate breaks the arene C-H bond via a hydrogen-atom-transfer mechanism in electrochemical cobalt catalysis.

Authors:  Xin-Ran Chen; Shuo-Qing Zhang; Tjark H Meyer; Chun-Hui Yang; Qin-Hao Zhang; Ji-Ren Liu; Hua-Jian Xu; Fa-He Cao; Lutz Ackermann; Xin Hong
Journal:  Chem Sci       Date:  2020-05-19       Impact factor: 9.825

8.  Copper-mediated oxidative C-H/N-H activations with alkynes by removable hydrazides.

Authors:  Feng Xiong; Bo Li; Chenrui Yang; Liang Zou; Wenbo Ma; Linghui Gu; Ruhuai Mei; Lutz Ackermann
Journal:  Beilstein J Org Chem       Date:  2021-07-08       Impact factor: 2.883

9.  Insights into Cobalta(III/IV/II)-Electrocatalysis: Oxidation-Induced Reductive Elimination for Twofold C-H Activation.

Authors:  Tjark H Meyer; João C A Oliveira; Debasish Ghorai; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-05-05       Impact factor: 15.336

10.  Thiocarbonyl-enabled ferrocene C-H nitrogenation by cobalt(III) catalysis: thermal and mechanochemical.

Authors:  Santhivardhana Reddy Yetra; Zhigao Shen; Hui Wang; Lutz Ackermann
Journal:  Beilstein J Org Chem       Date:  2018-06-25       Impact factor: 2.883

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