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Journal of Structural Chemistry

2010 year, number 1

Structure and properties of Bis{[2-(4-tert-butyl)phen]ethyl}phosphine sulfide

N. K. Gusarova, S. F. Malysheva, N. A. Belogorlova, O. N. Kazheva, A. N. Chekhlov, G. G. Aleksandrov, O. A. D'yachenko, L. M. Sinegovskaya, B. A. Trofimov
Keywords: phosphine sulfides, four-coordinated phosphorus atom, tautomeric equilibrium, single crystal XRD, spectral methods, phosphorus centered nucleophiles
Pages: 126-130

Abstract

Previously unknown bis{[2-(4-tert-butyl)phen]ethyl}phosphine sulfide is obtained with a high yield from 4-tert-butyl styrene, red phosphorus, and elemental sulfur. Using single crystal XRD, multinuclear NMR, IR, and UV spectroscopy, it is found that the phosphorus atom is four-coordinated in the bis{[2-(4-tert-butyl)phen]ethyl}phosphine sulfide molecule (regardless of the phase state of the compound: crystal, solution). By the example of phosphorylation of bis{[2-(4-tert-butyl)phen]ethyl}phosphine sulfide acetylene in the KОН-DMSO system it is shown that the reaction proceeds by double addition with the participation of phosphorus-centered nucleophiles.