Issue 8, 2010

Synthesis and X-ray structures of new phosphorus–selenium heterocycles with an E–P(Se)–E′ (E, E′ = N, S, Se) linkage§

Abstract

Refluxing a toluene solution of Woollins' reagent, WR, with difunctional aromatic substrates (aryldiamines and aryldithiols) leads to a series of novel five- to seven-membered heterocycles 2a–e, 4a, 4b and 6a–c with an E–P(Se)–E′ (E, E′ = N, S, Se) linkage in 7–98% isolated yields. This method offers a new approach to the library of phosphorus–selenium heterocyclic compounds. All new compounds have been characterized by IR, 1H, 13C, 31P, 77Se NMR, mass spectrometry and elemental analysis or accurate mass measurement. Four representative X-ray structures are reported.

Graphical abstract: Synthesis and X-ray structures of new phosphorus–selenium heterocycles with an E–P(Se)–E′ (E, E′ = N, S, Se) linkage

Supplementary files

Article information

Article type
Paper
Submitted
15 Oct 2009
Accepted
01 Dec 2009
First published
12 Jan 2010

New J. Chem., 2010,34, 1565-1571

Synthesis and X-ray structures of new phosphorus–selenium heterocycles with an E–P(Se)–E′ (E, E′ = N, S, Se) linkage

G. Hua, A. L. Fuller, Y. Li, A. M. Z. Slawin and J. D. Woollins, New J. Chem., 2010, 34, 1565 DOI: 10.1039/B9NJ00570F

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