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http://dx.doi.org/10.5012/bkcs.2007.28.2.281

Nickel-Catalyzed Hydrogenolysis of Arenesulfonates Using Secondary Alkyl Grignard Reagents  

Kim, Chul-Bae (School of Chemical & Materials Engineering, Chung-Ang University)
Cho, Chul-Hee (School of Chemical & Materials Engineering, Chung-Ang University)
Park, Kwang-Yong (School of Chemical & Materials Engineering, Chung-Ang University)
Publication Information
Bulletin of the Korean Chemical Society / v.28, no.2, 2007 , pp. 281-284 More about this Journal
Abstract
Neopentyl arenesulfonates react with secondary alkylmagnesium chlorides in the presence of dppfNiCl2 to produce the corresponding arenes via the reductive cleavage of carbon-sulfur bond. Highest yield is obtained by using three equivalents of Grignard reagent to a mixture of arenesulfonate and dppfNiCl2 in Et2O at room temperature. This reaction represents a novel method allowing the efficient hydrogenolysis of sulfur-containing groups in aromatic compounds.
Keywords
Hydrogenolysis; Arenesulfonates; Homogeneous nickel catalyst; Secondary alkyl Grignard reagents;
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