I. R. Dayanova, A. V. Kurenkov, K. D. Akhmadgaleev, K. R. Trigulova, D. R. Islamov, O. E. Naumova, I. D. Strelnik, E. I. Musina, A. A. Karasik, “Thermal rearrangement of bis(hydroxymethyl)phosphines as a way to <i>P</i>-chiral phosphine oxides”, Mendeleev Commun., 2022, Volume 32, Issue 5,Pages <nobr>622

This article is cited in 1 paper

Communications

Thermal rearrangement of bis(hydroxymethyl)phosphines as a way to P-chiral phosphine oxides

I. R. Dayanova^a, A. V. Kurenkov^a, K. D. Akhmadgaleev^ab, K. R. Trigulova^a, D. R. Islamov^c, O. E. Naumova^a, I. D. Strelnik^ab, E. I. Musina^a, A. A. Karasik^a

^a A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation
^b Alexander Butlerov Institute of Chemistry, Kazan Federal University, Kazan, Russian Federation
^c FRC Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation

Abstract: Bis(hydroxymethyl)(2-pyridyl)- and bis(hydroxymethyl)-[(2-pyridyl)ethyl]phosphines on heating to 180 °C undergorearrangement leading to racemic P-chiral tertiary P-methyl-P-(hydroxymethyl)-containing phosphine oxides. The spontaneous self-resolution of these enantiomer mixtures during the crystallization was demonstrated.

Keywords: chiral phosphine oxides, P-chirality, rearrangement, bis(hydroxymethyl)phosphines, primary phosphines.

Language: English

DOI: 10.1016/j.mencom.2022.09.017

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