Synthesis, Characterization, and Application of Platinum(II) Complexes Incorporating Racemic and Optically Active 4-Chloro-5-Methyl-1-Phenyl-1,2,3,6-Tetrahydrophosphinine Ligand

July 28, 2017

Title

Synthesis, Characterization, and Application of Platinum(II) Complexes Incorporating Racemic and Optically Active 4-Chloro-5-Methyl-1-Phenyl-1,2,3,6-Tetrahydrophosphinine Ligand

Author

Peter Bagi, Konstantin Karaghiosoff, Mátyás Czugler, Dóra Hessz, Mihály Kállay, Miklós Kubinyi, Tibor Szilvási, Péter Pongrácz, László Kollár, István Timári, Katalin E. Kövér, László Drahos, Elemér Fogassy, György Keglevich

Year

2016

Journal

Heteroatom Chemistry

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 circular dichroism (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 a catalyst in the hydroformylation of styrene.

Instrument

J-810

Keywords

Circular dichroism, Absolute configuration, Organic chemistry