Direct observations of the metal-ligand bifunctional addition step in an enantioselective ketone hydrogenation

被引:91
作者
Hamilton, Robin J. [1 ]
Bergens, Steven H. [1 ]
机构
[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1021/ja8034812
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The catalytic intermediate trans-[Ru((R)-BINAP)(H)(2)((R,R)-dpen)] (1) reacted on mixing with acetophenone in THF at -80 degrees C under similar to 2 atm H-2 to generate the alkoxide trans-Ru((R)-BINAP)(H)-((Ph)(Me)CHO)((R,R)-dpen) (6). Contrary to expectations, free Ru-amide and 1-phenylethanol were not the immediate products of this addition reaction. The addition reaction was reversible in THF. 2-Propanol prevents racemization of the alcohol product in THF solvent.
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页码:11979 / 11987
页数:9
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