Journal of Organic Chemistry p. 1489 - 1493 (1982)
Update date:2022-08-05
Topics:
Moore, Stephen S.
Whitesides, George M.
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.
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