• Title/Summary/Keyword: Secondary alkyl Grignard reagents

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Nickel-Catalyzed Hydrogenolysis of Arenesulfonates Using Secondary Alkyl Grignard Reagents

  • Kim, Chul-Bae;Cho, Chul-Hee;Park, Kwang-Yong
    • Bulletin of the Korean Chemical Society
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    • v.28 no.2
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    • pp.281-284
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    • 2007
  • 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.