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New chiral catalysts for reduction of ketones

✍ Scribed by Jing-Xing Gao; Hui Zhang; Xiao-Dong Yi; Pian-Pian Xu; Chun-Liang Tang; Hui-Lin Wan; Khi-Rui Tsai; Takao Ikariya

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 169 KB
Volume: 12
Category: Article
ISSN: 0899-0042
DOI: 10.1002/(sici)1520-636x(2000)12:5/6<383::aid-chir15>3.0.co;2-c

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✦ Synopsis

The condensation of o-(diphenylphosphino)benzaldehyde and various chiral diamine gives a series of diimino-diphosphine tetradentate ligands, which are reduced with excess NaBH4 in refluxing ethanol to afford the corresponding diaminodiphosphine ligands in good yield. The reactivity of these ligands toward trans-RuCl2(DMSO)4 and [Rh(COD)Cl]2 had been investigated and a number of chiral Ru(II) and Rh(I) complexes with the PNNP-type ligands were synthesized and characterized by microanalysis and IR, NMR spectroscopic methods. The chiral Ru(II) and Rh(I) complexes have proved to be excellent catalyst precursors for the asymmetric transfer hydrogenation of aromatic ketones, leading to optically active alcohols in up to 97% ee.

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