Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Volume 45 , Issue 2
Showing 1-45 articles out of 45 articles from the selected issue
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  • Fuyuki Aida, Kenichi Oyaizu
    2016 Volume 45 Issue 2 Pages 102-109
    Published: February 05, 2016
    Released: February 05, 2016
    [Advance publication] Released: December 05, 2015
    JOURNALS FREE ACCESS
    Carbon–sulfur (C–S) bond formation is one of the important synthetic routes in organic chemistry. Among sulfur sources for C–S bond formation, organosulfur cations (RS+) and their synthetic equivalents are unique reagents. These cationic sulfur species are easily prepared as compared with the oxonium analogues, because of their low ionization potentials. This review describes various synthetic methods for C–S bond formation, mainly focusing on electrophilic reactions, addition to olefins, and substitution to aromatic rings. A breakthrough has been anticipated for RS+ electrophiles, based on their versatile utility in aromatic polymer synthesis.
    This review focuses on the recent progress on the C–S bond formation utilizing sulfur-containing radicals, anions, cations, and their synthetic equivalents including activation by organometallic compounds. Emphasis is placed on the reactivity and the mechanism of the cationic species, demonstrating their usefulness in a variety of sulfur-containing organic reactions such as electrophilic addition to olefins and substitution to aromatics, which have led to a novel poly(arylene sulfide) synthesis via oxidative polymerization. Fullsize Image
     
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