Bis[2-(4-pyridyl)ethyl](2-cyanoethyl)phosphine Oxide: Synthesis and Reactions with 1,4-Dihalobutanes
- Authors: Verkhoturova S.I.1, Mikhailenko V.L.2, Arbuzova S.N.1, Vyatchina O.F.2, Kizhnyaev V.N.2
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Affiliations:
- Favorsky Institute of Chemistry, Siberian Branch
- Irkutsk State University
- Issue: Vol 89, No 2 (2019)
- Pages: 236-241
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/222745
- DOI: https://doi.org/10.1134/S1070363219020117
- ID: 222745
Cite item
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.
About the authors
S. I. Verkhoturova
Favorsky Institute of Chemistry, Siberian Branch
Author for correspondence.
Email: verkhoturova@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033
V. L. Mikhailenko
Irkutsk State University
Email: verkhoturova@irioch.irk.ru
Russian Federation, Irkutsk
S. N. Arbuzova
Favorsky Institute of Chemistry, Siberian Branch
Email: verkhoturova@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033
O. F. Vyatchina
Irkutsk State University
Email: verkhoturova@irioch.irk.ru
Russian Federation, Irkutsk
V. N. Kizhnyaev
Irkutsk State University
Email: verkhoturova@irioch.irk.ru
Russian Federation, Irkutsk