87482-32-4Relevant academic research and scientific papers
Synthesis and structure of triphenylphosphonium bis(diphenylstibino)methylide: A conformational study
Schmidbaur, Hubert,Milewski-Mahrla, Beatrix,Müller, Gerhard,Krüger, Carl
, p. 38 - 43 (1984)
The title compound was prepared in a high-yield one-pot synthesis from chlorodiphenylstibine and triphenylphosphonium methylide. Methyltriphenylphosphonium chloride is the only transylidation by-product. The structure of the new ylide was determined by X-ray diffraction methods (monoclinic, space group P21/n, Z = 4, a = 1094.7 (2) pm, b = 1451.4 (2) pm, c = 2276.8 (4) pm, β = 90.67 (1)°). In the crystal, the molecule adopts the conformation B (R = C6H5) with the lone pairs of electrons at the antimony atoms oriented in the plane of the heavy atoms (P1, Sb1, Sb2) which also includes the ylidic carbon atom C1. The conformation is analogous to that found recently for the phosphorus compound A (R = C6H5) both in the crystal and in solution. The pronounced conformational preference is discussed in terms of lone pair repulsion and of electrostatic and steric forces. Parallels in the structures of diphosphinoamines and -methanides are pointed out, along with their relevance for coordination chemistry.
