The Journal of organic chemistry

Transformations of F-Alkyl Iodides and Bromides Induced by Nickel (0) Carbonyl

CG Krespan, DA Dixon

Index: Krespan, Carl G.; Dixon, David A. Journal of Organic Chemistry, 1998 , vol. 63, # 1 p. 36 - 43

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Citation Number: 6

Abstract

Adducts of primary F-alkyl iodides with nickel carbonyl are formed readily in donor solvents and pyrolyze at 100-150° C to give olefinic coupling products in high yield. The mechanism proposed to account for the observed chemistry involves preferential α-elimination of fluorine with formation of a carbenoid species complex coordinated to nickel. Differences in reaction paths among several types of substrate halides are rationalized on the basis of ...