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

By Hélène Pellissier

The objective of this publication is to teach the excessive strength of chiral sulfur-containing ligands to advertise quite a few uneven catalytic variations. the $64000 variety of studies seemed within the literature over the past 35 years usually highlighted wonderful leads to phrases of potency and enantioselectivity, permitting entry to many biologically vital molecules, which in actual fact demonstrates that those ligands can now be recognized as actual rivals to the extra ordinary phosphorus- or nitrogen-containing ligands. A key aspect of reference for post-graduate scholars, researchers and lecturers.

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Additional info for Chiral Sulfur Ligands: Asymmetric Catalysis (RSC Catalysis Series)

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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.

34 gave poorer results in terms of both activity and enantioselectivity compared to the analogous pyridine derivatives. 34 SPh 72% ee = 63% (R) Test reaction with (+)-pinocarvone-derived pyridine thioether ligands and 2-(2-phenylthiophenyl)-5,6,7,8-tetrahydroquinoline ligands. 35 L* = OMe 83% ee = 68% Test reaction with 1-(2-methylthio-1-naphthyl)isoquinoline ligand and its N/O-analogue. 71 Unfortunately, this ligand gave almost no enantioselectivity when applied to the test reaction. 35 was not found to be a very reactive complex either, since after two weeks, the expected product was isolated in a good yield and a moderate enantioselectivity (68% ee).

Concerning the thiazoline-oxygen ligands they were supposed to act as bidentate ligands and form oxygen/nitrogen complexes with palladium. 42 Thioimidazolidine ligands compared to phosphinoimidazolidine ligands for the test reaction. 43 OH Ph : 52% ee = 81% (S) Test reaction with oxazolidine-thioether and thiazolidine-methanol ligands. 44 Test reaction with aziridine sulfide ligands. explained the poor yield and long reaction time obtained by using these ligands compared with the almost complete conversion that occurred with oxazolidinethioether ligands.

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