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An ESR and DFT revisitation of phosphonitroxides prompted by an ineffective ESR approach to the hydrophosphination of alkynes
Angelo Alberti,Maurizio Guerra,Alessandro Venturini
RSC Advances Pub Date : 07/17/2013 00:00:00 , DOI:10.1039/C3RA41929K
Abstract

An ESR investigation of the thermal hydrophosphination of 1-hexyne by five different secondary phosphines and phosphine-boranes did not lead to the observation of any radical, but in the presence of the spin trap MNP (2-methyl-2-nitrosopropane) several phosphonitroxides were detected. The unusually low phosphorus splitting exhibited by some of these species could be accounted for on the basis of DFT calculations. Although two phospho-substituted vinyl nitroxides were identified in the course of the hydrophosphination reaction, they could not be considered as evidence of the direct involvement of phosphorus-centred radicals.

Graphical abstract: An ESR and DFT revisitation of phosphonitroxides prompted by an ineffective ESR approach to the hydrophosphination of alkynes
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