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A new chiral dipyridylphosphine ligand Xyl-P-Phos and its application in the Ru-catalyzed asymmetric hydrogenation of β-ketoesters

✍ Scribed by Jing Wu; Hua Chen; Wai Him Kwok; Kim Hung Lam; Zhong Yuan Zhou; Chi Hung Yeung; Albert S.C Chan

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
174 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

A new chiral dipyridylphosphine ligand Xyl-P-Phos has been synthesized and the structure of (S)-Xyl-P-Phos oxide has been characterized by single crystal X-ray diffraction. The ruthenium complex of this ligand, Ru(R-Xyl-P-Phos)(C 6 H 6 )Cl 2 , has been found to be a highly active, enantioselective and air-stable catalyst for the asymmetric hydrogenation of b-ketoesters and shows good potential for industrial applications.

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The applications of the chiral dipyridylphosphine ligand P-Phos and its derivatives Tol-P-Phos and Xyl-P-Phos in Ruand Rh-catalyzed hydrogenations of the methyl esters of a variety of (Z)-2-acetamido-3-arylacrylic acids have been studied systematically. The results show that the electronic and steri