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β-Diphenylphosphorylated alkanones and related compounds: synthesis and structure

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Abstract

The reactions of diphenyl(diisopropyl)chlorophosphine with arylidene(heteroarylidene)-acetones and 3-benzylidenepentane-2,4-dione in the presence of acetic acid proceed at a high rate at room temperature to afford the corresponding β-diorganylphosphorylated alkanones and alkanediones in high yields. The reaction of diphenylchlorophosphine with 4-methoxybut-3-en-2-one and dibenzylideneacetone carried out under similar conditions at the equimolar reagent ratio can serve as a convenient method for the synthesis of unique β-diphenylphosphorylalkenones. The structures of compounds obtained were established by IR, Raman, and NMR spectroscopy and X-ray diffraction.

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

    E. I. Goryunov, G. V. Bodrin, I. B. Goryunova, Yu. V. Nelyubina, P. V. Petrovskii, T. V. Strelkova, A. S. Peregudov, A. G. Matveeva, M. P. Pasechnik, S. V. Matveev & E. E. Nifant’ev

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  1. E. I. Goryunov
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  2. G. V. Bodrin
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  3. I. B. Goryunova
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  4. Yu. V. Nelyubina
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  5. P. V. Petrovskii
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  6. T. V. Strelkova
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  7. A. S. Peregudov
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  8. A. G. Matveeva
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  9. M. P. Pasechnik
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  10. S. V. Matveev
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  11. E. E. Nifant’ev
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Correspondence to E. I. Goryunov.

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Dedicated to the Academician of the Russian Academy of Sciences I. P. Beletskaya on occassion of her anniversary.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 0779–0790, March, 2013.

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Goryunov, E.I., Bodrin, G.V., Goryunova, I.B. et al. β-Diphenylphosphorylated alkanones and related compounds: synthesis and structure. Russ Chem Bull 62, 780–791 (2013). https://doi.org/10.1007/s11172-013-0106-1

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  • DOI: https://doi.org/10.1007/s11172-013-0106-1

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