The Addition of ArSSAr to Alkenes: The Implications of a Cationic Chain Mechanism Initiated by Electrogenerated ArS(ArSSAr) + | Zendy

Matsumoto Kouichi | Zendy; Sanada Tomonari | Zendy; Shimazaki Hayato | Zendy; Shimada Kazuaki | Zendy; Hagiwara Shino | Zendy; Fujie Shunsuke | Zendy; Ashikari Yosuke | Zendy; Suga Seiji | Zendy; Kashimura Shigenori | Zendy; Yoshida Junichi | Zendy

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The Addition of ArSSAr to Alkenes: The Implications of a Cationic Chain Mechanism Initiated by Electrogenerated ArS(ArSSAr) +

Author(s) -

Matsumoto Kouichi,

Sanada Tomonari,

Shimazaki Hayato,

Shimada Kazuaki,

Hagiwara Shino,

Fujie Shunsuke,

Ashikari Yosuke,

Suga Seiji,

Kashimura Shigenori,

Yoshida Junichi

Publication year - 2013

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201300017

Subject(s) - chemistry , sulfonium , alkene , electrolysis , catalysis , cationic polymerization , chain reaction , chain (unit) , medicinal chemistry , organic chemistry , photochemistry , combinatorial chemistry , salt (chemistry) , electrode , physics , astronomy , electrolyte

The addition reactions of diaryl disulfides (ArSSAr) to alkenes and alkynes were achieved with a catalytic amount of an arylbis(arylthio)sulfonium ion (ArS(ArSSAr) + ), which was generated and accumulated by low‐temperature electrolysis of ArSSAr, to give the corresponding diarylthiolated products. The electrolysis of a mixture of ArSSAr and an alkene with a catalytic amount of electricity was also effective to drive the reactions. A cation chain mechanism mediated by ArS(ArSSAr) + as a chain carrier is suggested.

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