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Crystal structure of chiral binaphthol lanthanide complexes and their catalysis in asymmetric transfer hydrogenation of acetophenone
Author(s) -
Yan Pengfei,
Nie Chunhong,
Li Guangming,
Hou Guangfeng,
Sun Wenbin,
Gao Jinsheng
Publication year - 2006
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1058
Subject(s) - acetophenone , chemistry , lanthanide , catalysis , crystallography , transfer hydrogenation , crystal structure , enantiomer , hexagonal crystal system , stereochemistry , medicinal chemistry , ion , organic chemistry , ruthenium
Heterometallic [(THF) 2 Na] 3 [Ln( R ‐Binolate) 3 (H 2 O)] [Ln = Sm ( 1 ) and Gd ( 2 )] has been synthesized by the reactions of either LnCl 3 or LnBr 3 with 3 equiv. Na( R ‐HBinolate) and characterized by X‐ray crystallographic analysis. Structural analyses proposed that 1 and 2 are isomorphous complexes, crystallizing in the hexagonal space group P6 3 with C 3 symmetry. The coordination geometry of the lanthanide ions in 1 and 2 can be best approximated as a mono‐capped triangle antiprism. When complexes 1 and 2 were employed as catalysts in the Meerwein–Ponndorf–Verley (MPV) reactions of acetophenone, the S ‐phenylethanol was separated in 94 and 85% enantiomeric excess (e.e.) for 1 and 2 , respectively. Copyright © 2005 John Wiley & Sons, Ltd.