Reactivity of phosphine oxide H3PO in the reactions with ketones
- Authors: Gorbachuk E.V.1,2, Badeeva E.K.1, Babaev V.M.1, Rizvanov I.K.1, Zinnatullin R.G.1,2, Pavlov P.O.1,2, Khayarov K.R.2, Yakhvarov D.G.1,2
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Affiliations:
- A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences
- Kazan Federal University
- Issue: Vol 65, No 5 (2016)
- Pages: 1289-1294
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/238152
- DOI: https://doi.org/10.1007/s11172-016-1450-8
- ID: 238152
Cite item
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