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Issue 10, 2016
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Tetra-cationic imidazoliumyl-substituted phosphorus–sulfur heterocycles from a cationic organophosphorus sulfide

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Abstract

The reaction of imidazoliumyl-substituted P(III) cations of type [L(R,Me)PCl2]+ (3a,b+; LR,Me = imidazolium-2-yl a: R = Me; b: R = iPr) with (Me3Si)2S leads to the formation of tetra-cationic, eight-membered phosphorus sulfur heterocycles [L(R,Me)PS]44+ (9a,b4+), which can be explained by the tetramerization of the intermediately formed cationic phosphorus monosulfide [L(R,Me)PS]+ (8a,b+). The P4S4 ring adopts a crown conformation as observed for cyclo-S8. The Lewis base DMAP (4-dimethylaminopyridine) initiates a deoligomerization- and dismutation reaction of 9a,b4+ to give P(I) centered cation [L(R,Me)2P]+ (12a,b+) and phosphorus disulfide [(DMAP)2PS2]+ (14+).

Graphical abstract: Tetra-cationic imidazoliumyl-substituted phosphorus–sulfur heterocycles from a cationic organophosphorus sulfide

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Supplementary files

Article information


Submitted
30 Sep 2015
Accepted
17 Nov 2015
First published
01 Dec 2015

This article is Open Access

Chem. Commun., 2016,52, 2023-2026
Article type
Communication
Author version available

Tetra-cationic imidazoliumyl-substituted phosphorus–sulfur heterocycles from a cationic organophosphorus sulfide

F. D. Henne, F. A. Watt, K. Schwedtmann, F. Hennersdorf, M. Kokoschka and J. J. Weigand, Chem. Commun., 2016, 52, 2023 DOI: 10.1039/C5CC08182C

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