Asymmetric Hydrogen-Transfer Hydrogenation on Rhodium(I) Complexes with New Optically Active Salen Ligands Derived from (4S,5S)-4,5-Bis(aminomethyl)-2,2-dimethyl-1,3-dioxolane

被引:2
作者
Nindakova, L. O. [1 ]
Shainyan, B. A. [2 ]
Badyrova, N. M. [1 ]
Lebed, F. M. [1 ]
机构
[1] Irkutsk State Tech Univ, Irkutsk 664074, Russia
[2] Russian Acad Sci, Siberian Div, Favorskii Irkutsk Inst Chem, Irkutsk 664033, Russia
关键词
SCHIFF-BASE COMPLEXES; ENANTIOSELECTIVE EPOXIDATION; ACETOPHENONE; REDUCTION;
D O I
10.1134/S1070428012010083
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New optically active C-2-symmetric salen-type ligands were synthesized on the basis of (4S,5S)-4,5-bis(aminomethyl)-2,2-dimethyl-1,3-dioxolane. These ligands were used to obtain cationic (tri-fluoromethanesulfonate) and neutral (chloride) rhodium(I) complexes with [(4S,5S)-2,2-dimethyl-5-{[(E)-pyridin-2-ylmethylidene]aminomethyl}-1,3-dioxolan-4-yl]-N-[(E)-pyridin-2-ylmethylidene]methanamine and [2,2-dimethyl-5-{[(E)-quinolin-2-ylmethylidene]aminomethyl}-1,3-dioxolan-4-yl]-N-[(E)-quinolin-2-yl-methylidene]methanamine. The latter complex ensured preparation of (S)-2-phenylethanol with an optical yield of 34.8% by transfer hydrogenation of acetophenone.
引用
收藏
页码:59 / 63
页数:5
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