Issue 9, 2020

Isolable cyclic (alkyl)(amino)carbene–phosphonyl radical adducts

Abstract

Phosphonyl radicals ([R2P[double bond, length as m-dash]O]˙) and their adducts are proposed as intermediates in a number of important chemical and biological processes. Despite the great interest in these species, there are no examples of stable, isolated phosphonyl radicals or their adducts reported in the literature. Here we report the synthesis, EPR and theoretical study of stable, isolable cyclic (alkyl)(amino)carbene (cAAC)–phosphonyl radical adducts, [cAAC–P(O)R2]˙ (R = OPri, Ph).

Graphical abstract: Isolable cyclic (alkyl)(amino)carbene–phosphonyl radical adducts

Supplementary files

Article information

Article type
Communication
Submitted
27 Nov 2019
Accepted
20 Dec 2019
First published
20 Dec 2019

Chem. Commun., 2020,56, 1341-1344

Isolable cyclic (alkyl)(amino)carbene–phosphonyl radical adducts

Y. Livshits-Kritsman, B. Tumanskii, G. Ménard and R. Dobrovetsky, Chem. Commun., 2020, 56, 1341 DOI: 10.1039/C9CC09244G

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