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Theoretical Study of the Reaction of Formation of Some Free Phosphines by Stereoselective Hydrophosphination through DFT Method

Kouadio Valery Bohoussou, Anoubilé Benié, Mamadou Guy-Richard Koné, N’guessan Yao Silvère Diki, Kafoumba Bamba, Nahossé Ziao

Asian Journal of Applied Chemistry Research · pp. 1–10 · Published 27 Jun 2018

10.9734/ajacr/2018/v1i29638

Abstract

In this work the formation of vinylphosphines was studied through the hydrophosphination reaction. The study aims to rationalize the stereoselectivity of these compounds using quantum DFT methods. This theoretical study of chemical reactivity was conducted at B3LYP/6-311 + G (d, p) level. Global chemical reactivity descriptors, stationary point energies and activation barriers were examined to foretell the relative stability of the stereoisomers formed. The various results obtained have revealed that the addition of arylphosphine to dihalogenoacetylene is stereospecific. The Trans form of vinylphosphines is more stable than the Cis form, when the substituent on phosphorus generates less or no π-conjugations. On the other hand, the Cis isomer is predominant when the aryl radical favors more π-conjugations. The theoretical results obtained are in agreement with the experimental results.

Hydrophosphination free phosphine global descriptors transition state stationary point energies

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