Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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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)
  • Published : 2007.02.20
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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.

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References

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