Formation of antimony–sulfur double‐bond compounds and their trapping with nitrile oxides

Abstract

The reaction of a highly crowded dihydrostibine [2,4,6‐tris[bis(trimethylsilyl)methyl]phenyl‐SbH₂ (TbtSbH₂) (1)] with elemental sulfur in the presence of nitrile oxides resulted in the formation of [2 + 3] cycloaddition reaction products of a thioxostibine [TbtSb=S (6)] and a dithioxostiborane [TbtSb(S)=S (7)], which are among a novel class of antimony–sulfur double‐bond compounds. The structures of the [2 + 3] cycloadducts of dithioxostiborane 7 with nitrile oxides were determined by X‐ray structural analysis. Desulfurization of highly crowded antimony‐containing cyclic polysulfides [TbtSbS_x (4: x = 5; 5: x = 7)] with phosphine reagents also resulted in the formation of 6 and 7. © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:244–249, 2001