Synthesis, Characterization and Application of Platinum(II) Complexes Incorporating Racemic and Optically Active 1-Phenyl-1,2,3,6-Tetrahydrophosphinine Ligand

Bagi, Péter and Czugler, Mátyás and Hessz, Dóra and Kállay, Mihály and Kubinyi, Miklós and Szilvási, Tibor and Pongrácz, Péter and Kollár, László and Timári, István and Kövér, E. Katalin and Drahos, László and Fogassy, Elemér and Keglevich, György (2016) Synthesis, Characterization and Application of Platinum(II) Complexes Incorporating Racemic and Optically Active 1-Phenyl-1,2,3,6-Tetrahydrophosphinine Ligand. HETEROATOM CHEMISTRY, 27 (2). pp. 91-101. ISSN 1042-7163

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Abstract

An efficient resolution method was elaborated for the preparation of (+)-4-chloro-5-methyl-1-phenyl-1,2,3,6-tetrahydrophosphinine oxide using the acidic Ca2+ salt of (–)-O,O-di-p-toluoyl-(2R,3R)-tartaric acid. Crystal structure of the diastereomeric complex was evaluated by single crystal X-ray analysis. Beside this, the absolute P-configuration was also determined by a CD spectroscopic study including theoretical calculations. The tetrahydrophosphinine oxide was then converted to the corresponding platinum complex whose stereostructure was investigated by high level quantum chemical calculations. The Pt-complex was tested as catalyst in the hydroformylation of styrene.

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