Copper and palladium complexes of 2-(diphenylphosphino)-N,N-dimethylbenzylamine and its selenide derivative

The synthesis of 2-(diphenylphosphino)-N,N-dimethylbenzylamine, {Ph2P(C6H4CH2NMe2-o)} (1) and its chalcogenide derivatives, {Ph2P(E)(C6H4CH2NMe2-o)} (E = O, 2; S, 3; Se, 4) were described. The reaction of 1 with [Pd(η3-C3H5)Cl]2 affords a cationic complex [{Ph2P(C6H4CH2NMe2-o)}Pd(η3-C3H5)][OTf] (5) in good yield. The treatment of 1 with copper halides in 1:1 M ratio afforded complexes of the type [{Ph2P(C6H4CH2NMe2-o)}(CuX)]2 (X = Br, 6; X = I, 7). Similar reactions between copper halides and Ph2RP(Se) (4) produced [{Ph2P(Se)(C6H4CH2NMe2-o)}(CuX)]2 (X = Br, 8; X = I, 9). The copper complex 7 upon treatment with 2,2′-bipyridine and 1,10-phenanthroline produced mixed ligand complexes [{Ph2P(C6H4CH2NMe2-o)}Cu(2,2’-bpy)]I (10) and [{Ph2P(C6H4CH2NMe2-o)}Cu(1,10-phen)]I (11), respectively. Single crystal X-ray structures of 7 and 9 are described.

Graphical abstractThe chalcogen derivatives and palladium(II) and copper(I) complexes of 2-(diphenylphosphino)-N,N-dimethylbenzylamine, Ph2PC6H4CH2NMe2-o are described.Figure optionsDownload full-size imageDownload as PowerPoint slide