Novel bis (1,3,2-diazaphospholidine) ligands for asymmetric catalysis

Description

A family of modularly designed chiral bis(1,3,2-diazaphospholidines) with N-aryl substituents (NP-PN) is reported. These compounds have been prepared in two steps from readily available (R,R)-1,2-diaminocyclohexane and tetrachlorodiphosphines. Examples in the set differ in the backbone and the aryl substituents, aiming at their application in asymmetric catalysis. Thus, [Rh(NBD)(NP-PN)]BF4 complexes lead to active catalysts in the hydrogenation of methyl α-acetamidoacrylate, which provide enantioselectivities up to 96% ee. In addition, NP-PN ligands also generate active catalysts in the hydroformylation of vinyl acetate, leading to high regioselectivities (iso:n ratio higher than 99:1) and enantioselectivities up to 65% ee. © 2013 American Chemical Society.

Abstract

Ministerio de Ciencia e Innovación CTQ2009-11867, CONSOLIDER-INGENIO CSD 2007- 00006

Abstract

Junta de Andalucía 2008/ FQM-3830, 2009/FQM-4832

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