Nickel-Catalyzed Hydrogenolysis of Arenesulfonates Using Secondary Alkyl Grignard Reagents

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 dppfN...

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Published inBulletin of the Korean Chemical Society Vol. 28; no. 2; pp. 281 - 284
Main Authors Kim, Chul-Bae, Cho, Chul-Hee, Park, Kwang-Yong
Format Journal Article
LanguageKorean
Published 2007
Subjects
Secondary alkyl Grignard reagents
Hydrogenolysis
Arenesulfonates
Homogeneous nickel catalyst
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Summary: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.
Bibliography:KISTI1.1003/JNL.JAKO200702727242242
ISSN:0253-2964
1229-5949