Copper-catalyzed decarboxylative cross-coupling of cinnamic acids and ACCN via single electron transfer

2016 ◽  
Vol 14 (8) ◽  
pp. 2399-2402 ◽  
Author(s):  
Bao Gao ◽  
Yinjun Xie ◽  
Lei Yang ◽  
Hanmin Huang
Keyword(s):  
Electron Transfer ◽  
Convenient Method ◽  
Cross Coupling ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Cinnamic Acids

A novel and convenient method for the synthesis of β,γ-unsaturated nitriles using ACCN (1,1′-azobis(cyclohexane-1-carbonitrile)) as a cyano source was described.

Microfluidic electrochemistry for single-electron transfer redox-neutral reactions

Science ◽  
2020 ◽  
Vol 368 (6497) ◽  
pp. 1352-1357 ◽  
Author(s):  
Yiming Mo ◽  
Zhaohong Lu ◽  
Girish Rughoobur ◽  
Prashant Patil ◽  
Neil Gershenfeld ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Molecular Diffusion ◽  
Microfluidic Channel ◽  
Cross Coupling ◽  
Reactive Intermediates ◽  
Single Electron ◽  
Visible Light Photocatalysis ◽  
Single Electron Transfer ◽  
Selective Transformation ◽  
Crystal Compound

Electrochemistry offers opportunities to promote single-electron transfer (SET) redox-neutral chemistries similar to those recently discovered using visible-light photocatalysis but without the use of an expensive photocatalyst. Herein, we introduce a microfluidic redox-neutral electrochemistry (μRN-eChem) platform that has broad applicability to SET chemistry, including radical-radical cross-coupling, Minisci-type reactions, and nickel-catalyzed C(sp2)–O cross-coupling. The cathode and anode simultaneously generate the corresponding reactive intermediates, and selective transformation is facilitated by the rapid molecular diffusion across a microfluidic channel that outpaces the decomposition of the intermediates. μRN-eChem was shown to enable a two-step gram-scale electrosynthesis of a nematic liquid crystal compound, demonstrating its practicality.

scholarly journals A mechanistic investigation of the photoinduced, copper-mediated cross-coupling of an aryl thiol with an aryl halide

2016 ◽  
Vol 7 (7) ◽  
pp. 4091-4100 ◽  
Author(s):  
Miles W. Johnson ◽  
Kareem I. Hannoun ◽  
Yichen Tan ◽  
Gregory C. Fu ◽  
Jonas C. Peters
Keyword(s):  
Electron Transfer ◽  
Aryl Halide ◽  
Cross Coupling ◽  
Single Electron ◽  
Mechanistic Study ◽  
Single Electron Transfer ◽  
Radical Recombination ◽  
Mechanistic Investigation

A mechanistic study establishes the viability of a copper-mediated pathway for photoinduced C–S cross-coupling involving single electron transfer and in-cage radical recombination.

Oxidative Cross-Coupling of Arenes Induced by Single-Electron Transfer Leading to Biaryls by Use of Organoiodine(III) Oxidants

2008 ◽  
Vol 120 (7) ◽  
pp. 1321-1324 ◽  
Author(s):  
Toshifumi Dohi ◽  
Motoki Ito ◽  
Koji Morimoto ◽  
Minako Iwata ◽  
Yasuyuki Kita
Keyword(s):  
Electron Transfer ◽  
Cross Coupling ◽  
Single Electron ◽  
Single Electron Transfer

ChemInform Abstract: Transition-Metal-Free Cross-Coupling Reactions by Single Electron Transfer (SET).

ChemInform ◽  
2014 ◽  
Vol 45 (42) ◽  
pp. no-no
Author(s):  
Suresh Kumar Sythana ◽  
Santhosh Unni ◽  
Yogesh M. Kshirsagar ◽  
Pundlik R. Bhagat
Keyword(s):  
Electron Transfer ◽  
Transition Metal ◽  
Cross Coupling ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Coupling Reactions ◽  
Metal Free ◽  
Cross Coupling Reactions

Improved Procedure for Single-electron-transfer-induced Grignard Cross-coupling Reaction

2014 ◽  
Vol 43 (6) ◽  
pp. 922-924 ◽  
Author(s):  
Eiji Shirakawa ◽  
Keisho Okura ◽  
Nanase Uchiyama ◽  
Takuya Murakami ◽  
Tamio Hayashi
Keyword(s):  
Electron Transfer ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Cross Coupling Reaction

ChemInform Abstract: Improved Procedure for Single-Electron-Transfer-Induced Grignard Cross-Coupling Reaction.

ChemInform ◽  
2015 ◽  
Vol 46 (5) ◽  
pp. no-no
Author(s):  
Eiji Shirakawa ◽  
Keisho Okura ◽  
Nanase Uchiyama ◽  
Takuya Murakami ◽  
Tamio Hayashi
Keyword(s):  
Electron Transfer ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Cross Coupling Reaction
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