Reactivity of phosphine oxide H3PO in the reactions with ketones


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Abstract

The reactivity of the electrochemically generated phosphine oxide H3PO towards ketones (acetone, ethyl methyl ketone, methyl n-propyl ketone, and tert-butyl methyl ketone) has been studied. It was found that this reaction led to the formation of mono- and bis(hydroxyalkyl)phosphine oxides of the formulas RRĆ(OH)P(O)H2 and [RRĆ(OH)]2P(O)H (R = Me; R´ = Me, Et, Pr) and represents the first example of the P—C bond formation involving the intermediate H3PO.

About the authors

E. V. Gorbachuk

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences; Kazan Federal University

Email: yakhvar@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088; 18 ul. Kremlyovskaya, Kazan, 420008

E. K. Badeeva

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Email: yakhvar@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

V. M. Babaev

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Email: yakhvar@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

I. Kh. Rizvanov

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences

Email: yakhvar@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088

R. G. Zinnatullin

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences; Kazan Federal University

Email: yakhvar@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088; 18 ul. Kremlyovskaya, Kazan, 420008

P. O. Pavlov

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences; Kazan Federal University

Email: yakhvar@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088; 18 ul. Kremlyovskaya, Kazan, 420008

Kh. R. Khayarov

Kazan Federal University

Email: yakhvar@iopc.ru
Russian Federation, 18 ul. Kremlyovskaya, Kazan, 420008

D. G. Yakhvarov

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences; Kazan Federal University

Author for correspondence.
Email: yakhvar@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088; 18 ul. Kremlyovskaya, Kazan, 420008


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