2002•OrganometallicsRequires access

Chelating P,N versus P,P Ligands: Differing Reactivity of Donor-Stabilized Pt(η2-PhC⋮CPh) Complexes Toward Diphenylacetylene

Christian Müller, R.J. Lachicotte, William D. Jones

Abstract

The thermal activation of the η 2 -diphenylacetylene complex (PN)Pt(η 2 -PhC⋮CPh) ( 1 ) (PN = (diisopropylphosphinodimethylamino)ethane leads to the formation of the platinacyclopenta-2,4-diene compound (PN)Pt(CPh) 4 ( 3 ), which can be quantitatively obtained by reaction of 1 with 1 equiv of diphenylacetylene. Two transient intermediates are observed by 31 P NMR spectroscopy during the course of the latter reaction. These species were independently synthesized and characterized. Hexaphenylbenzene is catalytically generated by reaction of 1 in the presence of excess diphenylacetylene. In contrast, no reaction of diphenylacetylene with (dippe)Pt(η 2 -PhC⋮CPh) ( 2 ) (dippe = bis(diisopropylphosphino)ethane) was observed.

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Key concepts: Diphenylacetylene, Chemistry, Reactivity (psychology), Medicinal chemistry, Alkyne, Nuclear magnetic resonance spectroscopy, Chelation, Stereochemistry