Chiral Sulfur Ligands: Asymmetric Catalysis (RSC Catalysis by Hélène Pellissier

By Hélène Pellissier

The aim of this publication is to teach the excessive power of chiral sulfur-containing ligands to advertise a variety of uneven catalytic modifications. the $64000 variety of studies seemed within the literature over the past 35 years frequently highlighted mind-blowing ends up in phrases of potency and enantioselectivity, permitting entry to many biologically very important molecules, which sincerely demonstrates that those ligands can now be regarded as genuine opponents to the extra traditional phosphorus- or nitrogen-containing ligands. A key aspect of reference for post-graduate scholars, researchers and teachers.

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61). Almost no attention has been paid to diphosphine sulfides employed as chiral ligands for palladium-catalysed nucleophilic substitution reactions. In this context, enantiomerically pure diphosphine sulfides derived from 2,2 0 biphosphole, which combined axial chirality and phosphorus chiralities, were synthesised, in 2008, by Gouygou et al. 61 Test reaction with thiophene diamine ligands. 62 Test reaction with 2,2 0 -biphosphole-derived diphosphine sulfide. allowed an excellent yield and an enantioselectivity of 73% ee to be obtained.

In 2001, Imamoto et al. 41 The preparation of BINAP reported in 1980 has marked a landmark in asymmetric catalysis and has illustrated the peculiar stereorecognitive properties inherent with the axially chiral 1,1 0 -binaphthalene framework. Since then, a great deal of work has been devoted to the preparation of binaphthalenetemplated ligands of related design. 13 Test reaction with monophospholanes with pendant t-BuS group. 14 Test reaction with P-chirogenic S / P ligands. generation of a library of bidentate binaphthyl ligands, featuring equal (or diverse) substituents with the same (or different) donors on the 2,2 0 -positions of the binaphthalene backbone.

Reported a new class of mixed S/P ligands incorporating a metal-bound thioether as a chiral control element and a diarylphosphinite moiety as a strong donor heteroatom in asymmetric catalysis. 10). 38 A similar optimisation of the mixed S/P ligand for the palladium-catalysed allylic substitution of cycloalkenyl acetates showed that the ligand 21b afforded the highest enantioselectivities (91–97% ee). 11). These authors could, furthermore, prove the contribution of the sulfur in the coordination of the palladium atom by X-ray analysis of crystals of these chiral organometallic complexes.

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