Synthesis and Coordinating Properties of Heterocyclic-Substituted Tertiary Phosphines

Article abstract of DOI:10.1021/jo00347a023

Tris(thiazol-2-yl)phosphine, 2,has been prepared by the reaction of corresponding heteroaryl organolithium reagent and PCl3.Attempts to prepare other heteroaryl-substituted phosphines, such as tris(benzothiazol-2-yl)-(3) and tris(1-methylimidazol-2-yl)phosphines (6), using this procedure, were unsuccessful.Heteroaryltrimethylsilanes, readily accessible from the reaction between a heteroaryl organometallic reagent and chlorotrimethylsilane (CH3SiCl), afford the desired heteroaryl-substituted phosphines when treated with PCl3.The heteroaryl-silicon bonds of this silanes also undergo facile electrophilic cleavage by (C6H5)PCl2 and (C6H5)2 PCl and yield the unsymmetrically substituted phosphines.The phosphines obtained in this work react readity with (1,5-cyclooctadiene)dimethylplatinum(II) and generate cis-dimethylbis(phosphine)platinum(II) complexes in which the potentially multidenate ligands are exclusively monodentate.The coordinated phosphines are bound to platinum through the phosphorus atom of the ligand.