Issue 1, 1987

An Ab initio study of the mechanism of the α-alkynone cyclization

Abstract

Ab initio calculations at different levels of accuracy (MP4SDQ/6-31G and HF/6-31G*) on two model isomerizations but-2-ynone→cyclobut-2-enone and pent-2-enone→cyclopent-2-enone, suggest that the vinylidene can be regarded as a plausible intermediate during the α-alkynone cyclization. Its conversion into the cyclic product (rather than its formation) constitutes the rate-determining step for the overall reaction.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1987, 55-59

An Ab initio study of the mechanism of the α-alkynone cyclization

M. T. Nguyen and A. F. Hegarty, J. Chem. Soc., Perkin Trans. 2, 1987, 55 DOI: 10.1039/P29870000055

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