Chemical Communications

Enantioselectivity in the catalytic hydroesterification of acenaphthylene: direct evidence of the racemization of Pd II-alkyl species by a degenerate substitution …

J Gironès, J Duran, A Polo, J Real

Index: Girones, Jordi; Duran, Josep; Polo, Alfonso; Real, Julio Chemical Communications, 2003 , # 14 p. 1776 - 1778

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Citation Number: 2

Abstract

The palladium catalyzed hydroesterification of acenaphthylene takes place through a “hydride” mechanism, that is, through the selective cis insertion of the olefin into the palladium–hydride bond, an obvious prerequisite for the successful development of an enantioselective version of the reaction; however, a degenerate substitution equilibrium between Pd0Ln and the PdII-alkyl species, involving the inversion of the alkyl carbon, is ...