Author(s): Nina K. Gusarova, Nataliya A. Chernysheva, Svetlana N. Arbuzova, Maria V. Bogdanova, Svetlana F. Malysheva, Nataliya A. Belogorlova, Igor A. Ushakov, Nadezhda M. Vitkovskaya, Vladimir B. Kobychev and Boris A. Trofimov
Page: [720 - 722] Pages: 3
* (Excluding Mailing and Handling)
Diphenyl[2-(phenylsulfinyl)ethyl]phosphine oxide readily accessible from diphenylphosphine oxide and phenyl vinyl sulfoxide reacts with sodium amide to form diphenyl(vinyl)phosphine oxide in good yield. The reaction involves generation of phosphoryl-stabilized carbanions which further eliminate benzene sulfenate anions. The preferred formation of phosphoryl-stabilized carbanions in the vicinal O=SCH2CH2P=O moiety is supported by quantum chemical calculations.
Keywords: Carbanions, diphenyl[2-(phenylsulfinyl)ethyl]phosphine oxide, sodium amide, diphenyl(vinyl)phosphine oxide, quantum chemical calculations
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