Mechanism, regiochemistry, and stereochemistry of the insertion reaction of alkynes with methyl (2, 4-pentanedionato)(triphenylphosphine) nickel. A cis insertion that …

JM Huggins, RG Bergman

Index: Huggins, John M.; Bergman, Robert G. Journal of the American Chemical Society, 1981 , vol. 103, # 11 p. 3002 - 3011

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Citation Number: 140

Abstract

Abstract: This study reports the rapid reaction under mild conditions of internal and terminal alkynes with methy1 (2, 4-pentanedionato)(triphenylphosphine) nickel (1) in aromatic and ethereal solvents. In all cases vinylnickel products (2) are formed by insertion of the alkyne into the nickel-methyl bond. The regiochemistry is unusual; unsymmetrical alkynes give selectively the one regioisomer with the sterically largest substituent next to the nickel ...

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