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J Org Chem. 2006 Sep 15;71(19):7412-6. doi: 10.1021/jo061097w.

Trimesitylmethylphosphonium cation. Supramolecular stereocontrol and simple enantiomerization mechanism determination.

The Journal of organic chemistry

Benoît Laleu, Gérald Bernardinelli, Remi Chauvin, Jérôme Lacour

Affiliations

  1. Département de Chimie Organique, Université de Genève, quai Ernest-Ansermet 30, 1211 Genève 4, Switzerland.

PMID: 16958536 DOI: 10.1021/jo061097w

Abstract

Stereocontrol over the propeller isomerism of trimesitylmethylphosphonium cation was achieved through an ion pairing with chiral hexacoordinated phosphate anions; the asymmetric ion pairing allowed also a most simple experimental proof of the nature of the enantiomerization pathway in solution (two-ring flip).

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