Catalytic reduction and intramolecular cyclization of haloalkynes in the presence of nickel (I) salen electrogenerated at carbon cathodes in dimethylformamide

MA Ischay, MS Mubarak, DG Peters

Index: Ischay, Michael A.; Mubarak, Muhammad S.; Peters, Dennis G. Journal of Organic Chemistry, 2006 , vol. 71, # 2 p. 623 - 628

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Citation Number: 12

Abstract

Pentylidenecyclopentane can be conveniently prepared in up to 86% yield via the catalytic reduction of 1-iodo-or 1-bromo-5-decyne by [[2, 2'-[1, 2-ethanediylbis (nitrilomethylidyne)] bis [phenolato]]-N, N', O, O'] nickelate (I) electrogenerated at a carbon cathode in dimethylformamide containing tetramethylammonium tetrafluoroborate. This electrosynthesis can be accomplished at potentials for which the haloalkynes are ...