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Catalyst‐Free S–S Bond Insertion Reaction of a Donor/Acceptor‐Free Carbene by a Radical Process: A Combined Experimental and Computational Study
Author(s) -
Zheng Yang,
Bian Rongjian,
Zhang Xiaolu,
Yao Ruwei,
Qiu Lihua,
Bao Xiaoguang,
Xu Xinfang
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600664
Subject(s) - chemistry , carbene , catalysis , acceptor , photochemistry , free radical reaction , radical , organic chemistry , physics , condensed matter physics
Herein, a donor/acceptor‐free carbene insertion reaction of an S–S bond through a radical process is presented. This catalyst‐free reaction was thermally induced and provided the dithioketal products in moderate to high yields. A mechanism involving radical intermediates was proposed according to the computational study, and these intermediates were verified experimentally and intercepted for the first time by using a cross‐coupling reaction.