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Synthesis of functionalized 2-diphenylphosphinoethyl-containing phosphonous and phosphinic acids

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Abstract

A convenient synthesis of functionalized 2-diphenylphosphinoethyl-containing phosphonous and phosphinic acids has been developed. Radical addition of bis(trimethylsiloxy)-phosphine to diphenyl(vinyl)phosphine and phenyl(divinyl)phosphine proceeds regioselectively to give new 2-phosphino-substituted ethylphosphonites, the subsequent functionalization of which affords the target phosphinic acids and a variety of their derivatives. The resulting compounds are of interest as effective water-soluble ligands and promising biologically active substances.

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Funding

The study was financially supported by the State task of ZIOC RAS (Theme No. 3 of ZIOC RAS, FFZZ-2022-0003, “Development and improvement of environmentally friendly, selective methods for the synthesis of organic compounds (including high-molecular-weight compounds) to produce promising materials (including nanomaterials) with high performance parameters for use in biology, medicine, agriculture and various branches of technology”).

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Authors and Affiliations

  1. Chemical Department, M. V. Lomonosov Moscow State University, Build. 3, 1 Leninskiye Gory, 119991, Moscow, Russian Federation

    A. A. Prishchenko, M. V. Livantsov, O. P. Novikova & L. I. Livantsova

  2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    S. V. Baranin & Yu. N. Bubnov

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

    Yu. N. Bubnov

Authors
  1. A. A. Prishchenko
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  2. M. V. Livantsov
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  3. O. P. Novikova
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  4. L. I. Livantsova
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  5. S. V. Baranin
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  6. Yu. N. Bubnov
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Corresponding author

Correspondence to S. V. Baranin.

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No human or animal subjects were used in this research.

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The authors declare no competing interests.

Additional information

Dedicated to Academician of the Russian Academy of Sciences M. P. Egorov on the occasion of his 70th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 73, No. 2, pp. 379–386, February, 2024.

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Prishchenko, A.A., Livantsov, M.V., Novikova, O.P. et al. Synthesis of functionalized 2-diphenylphosphinoethyl-containing phosphonous and phosphinic acids. Russ Chem Bull 73, 379–386 (2024). https://doi.org/10.1007/s11172-024-4145-6

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  • DOI: https://doi.org/10.1007/s11172-024-4145-6

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