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Specific Features of Reaction of 2-R-Benzo[e][1,3,2]dioxaphosphinin-4-ones with Perfluorodiacetyl. Synthesis and Steric Structure of 4′,5′-Bis(trifluoromethyl)-4-oxo-2-(2,2,3,3-tetrafluoropropoxy)-2λ 5-spiro[benzo[e][1,3,2]dioxaphosphinine-2,2′-[1,3,2]dioxaphosphole]

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Abstract

2-R-benzo[e][1,3,2]dioxaphosphinin-4-ones react with perfluorodiacetyl under mild conditions to form relatively labile spirophosphoranes containing a 1,3,2-dioxaphosphole ring. These compounds gradually convert to more stable 2-R-4,5-bis(trifluoromethyl)-1,3,2λ5-dioxaphosphole 2-oxides and diastereometic 2-R-4-(trifluoroacetyl)-4-(trifluoromethyl)benzo[f][1,3,2λ5]dioxaphosphepine 2-oxides, whose structure was confirmed by means of NMR and IR spectroscopy. The structure of 4′,5′ -bis(trifluoromethyl)-4-oxo-2-(2,2,3,3-tetrafluoropropoxy)-2λ 5-spiro[benzo[e][1,3,2]dioxaphosphinine-2,2′-[1,3,2]dioxaphosphole] was confirmed by X-ray diffraction analysis.

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Authors and Affiliations

  1. Kazan State University, Kazan, Tatarstan, Russia

    I. V. Konovalova, V. F. Mironov, G. A. Ivkova & E. R. Zagidullina

  2. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, Kazan, Tatarstan, Russia

    V. F. Mironov, A. T. Gubaidullin & I. A. Litvinov

  3. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, Russia

    M. A. Kurykin

Authors
  1. I. V. Konovalova
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  2. V. F. Mironov
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  3. G. A. Ivkova
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  4. E. R. Zagidullina
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  5. A. T. Gubaidullin
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  6. I. A. Litvinov
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  7. M. A. Kurykin
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__________

Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 4, 2005, pp. 587–599.

Original Russian Text Copyright © 2005 by Konovalova, Mironov, Ivkova, Zagidullina, Gubaidullin, Litvinov, Kurykin.

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Konovalova, I.V., Mironov, V.F., Ivkova, G.A. et al. Specific Features of Reaction of 2-R-Benzo[e][1,3,2]dioxaphosphinin-4-ones with Perfluorodiacetyl. Synthesis and Steric Structure of 4′,5′-Bis(trifluoromethyl)-4-oxo-2-(2,2,3,3-tetrafluoropropoxy)-2λ 5-spiro[benzo[e][1,3,2]dioxaphosphinine-2,2′-[1,3,2]dioxaphosphole]. Russ J Gen Chem 75, 549–560 (2005). https://doi.org/10.1007/s11176-005-0270-6

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  • DOI: https://doi.org/10.1007/s11176-005-0270-6

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