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Russian Journal of General Chemistry

, Volume 89, Issue 2, pp 236–241 | Cite as

Bis[2-(4-pyridyl)ethyl](2-cyanoethyl)phosphine Oxide: Synthesis and Reactions with 1,4-Dihalobutanes

  • S. I. VerkhoturovaEmail author
  • V. L. Mikhailenko
  • S. N. Arbuzova
  • O. F. Vyatchina
  • V. N. Kizhnyaev
Article
  • 7 Downloads

Abstract

Bis[2-(4-pyridyl)ethyl]phosphine reacts with acrylonitrile under mild conditions to form bis[2-(4- pyridyl)ethyl](2-cyanoethyl)phosphine which is readily oxidized in air to the corresponding bis[2-(4-pyridyl)- ethyl](2-cyanoethyl)phosphine oxide. The latter compound reacts with 1,4-dihalobutanes according the scheme of polyquaternization with practically quantitative formation of high-molecular cationic compounds (ionenes) bearing phosphine oxide groups and pyridinium cycles in the main chain. The thus obtained ionenes enter the intermolecular interaction with anionic polyelectrolytes (polyacrylic acid, heparin). They were also found to exhibit antibacterial activity.

Keywords

pyridylphosphine oxides bis[2-(4-pyridyl)ethyl](2-cyanoethyl)phosphine oxide acrylonitrile bis[2-(4-pyridyl)ethyl]phosphine ionenes polyquaternization 

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Copyright information

© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  • S. I. Verkhoturova
    • 1
    Email author
  • V. L. Mikhailenko
    • 2
  • S. N. Arbuzova
    • 1
  • O. F. Vyatchina
    • 2
  • V. N. Kizhnyaev
    • 2
  1. 1.Favorsky Institute of Chemistry, Siberian BranchRusian Academy of SciencesIrkutskRussia
  2. 2.Irkutsk State UniversityIrkutskRussia

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