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Features of Reaction of 2-(5-Methyl-2-phenyl-2H-1,2,3-diazaphosphol-4-yl)-4H-benzo[e]-1,3,2-dioxaphosphorin-4-one with 1,2-Dicarbonyl Compounds

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Abstract

2-(5-Methyl-2-phenyl-2H-1,2,3-diazaphosphol-4-yl)-4H-benzo[e]-1,3,2-dioxaphosphorin-4-one reacts with perfluorodiacetyl, 3,6-di(tert-butyl)-1,2-benzoquinone and phenanthrenequinone only with the participation of a three-coordinated phosphorus atom to form spirophosphoranes containing acyclic 5-methyl-2- phenyl-2H-1,2,3-diazaphosphol-4-yl substituent, whereas the interaction with tetrachloro-1,2-benzoquinone proceeds via expanding the six-membered heterocycle to the nine-membered one to form 2-(2-phenyl-2H-1,2,3-diazaphosphol-4-yl)-2,9-dioxo-4,5,6,7-tetrachlorodibenzo[d,h]-1,3,8-trioxaphosphonine.

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088, Russia

    V. F. Mironov, L. M. Abdrakhmanova, E. V. Mironova & R. Z. Musin

  2. Kazan (Volga Region) Federal University, Kazan, Tatarstan, Russia

    V. F. Mironov, G. A. Ivkova & E. V. Mironova

  3. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhny Novgorod, Russia

    V. K. Cherkasov

Authors
  1. V. F. Mironov
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  2. G. A. Ivkova
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  3. L. M. Abdrakhmanova
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  4. E. V. Mironova
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  5. R. Z. Musin
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  6. V. K. Cherkasov
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Correspondence to V. F. Mironov.

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Original Russian Text © V.F. Mironov, G.A. Ivkova, L.M. Abdrakhmanova, E.V. Mironova, R.Z. Musin, V.K. Cherkasov, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 3, pp. 402–410.

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Mironov, V.F., Ivkova, G.A., Abdrakhmanova, L.M. et al. Features of Reaction of 2-(5-Methyl-2-phenyl-2H-1,2,3-diazaphosphol-4-yl)-4H-benzo[e]-1,3,2-dioxaphosphorin-4-one with 1,2-Dicarbonyl Compounds. Russ J Gen Chem 88, 430–438 (2018). https://doi.org/10.1134/S107036321803009X

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