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Electro‐Oxidative S−H/S−H Cross‐Coupling with Hydrogen Evolution: Facile Access to Unsymmetrical Disulfides
Author(s) -
Huang Pengfei,
Wang Pan,
Tang Shan,
Fu Zhuangjiong,
Lei Aiwen
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201803464
Subject(s) - moiety , alkyl , yield (engineering) , aryl , chemistry , sulfur , disulfide bond , electrochemistry , hydrogen bond , combinatorial chemistry , molecule , oxidative coupling of methane , coupling (piping) , catalysis , hydrogen , polymer chemistry , organic chemistry , materials science , electrode , biochemistry , metallurgy
Sulfur is an essential element because it exists widely in proteins. The disulfide bond is an important moiety in many different types of significant organic molecules. A new approach for oxidant‐ and catalyst‐free S−H/S−H cross‐coupling, with hydrogen evolution, to construct unsymmetrical disulfides was developed. Under the conditions of an undivided cell at room temperature, a series of unsymmetrical disulfides were prepared with up to 87 % yield from the direct coupling of an aryl mercaptan and alkyl mercaptan. Gram‐scale synthesis also highlights the synthetic utility of this electrochemical strategy.