SYNTHESES OF NEW CHIRAL FERROCENYLAMINE SULFIDE AND SELENIDE COMPLEXES OF GROUP-X METALS AND THEIR APPLICATION TO ENANTIOSELECTIVE CROSS-COUPLING REACTIONS AND SELECTIVE HYDROGENATION

被引:16
作者
ALI, HM [1 ]
BRUBAKER, CH [1 ]
机构
[1] MICHIGAN STATE UNIV,DEPT CHEM,E LANSING,MI 48824
来源
JOURNAL OF MOLECULAR CATALYSIS | 1990年 / 60卷 / 03期
关键词
D O I
10.1016/0304-5102(90)85256-H
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of chiral ferrocenylamine sulfides and selenides and their complexes of Group X metals of type (S, R)-(η5-C5H3-1-CHMeNMe2-2-ER)Fe(η5-C5H5)MCl2 and (S, R)-(η5-C5H3-1-CHMeNMe2-2-ER)Fe(η5-C5H4ER)MCl2, (E = S, Se; M = Ni, Pd and Pt; R = Me, Et, n-Pr, i-Pr, n-Bu, t-Bu, i-Pent, Bz, Ph, 4-Cl-Ph and 4-tolyl have been prepared. Their application as homogeneous catalysts in Grignard cross-coupling reactions of 1-chloro-1-phenylethane with allylmagnesium chloride has been examined. This paper presents the first use of Ni and Pt thioether and selenoether complexes as catalysts for cross-coupling reactions that give high chemical yields (92-97%) and enantiomeric excesses up to 45%. However, Pd complexes showed their superiority for selective hydrogenation, giving up to quantitative conversion and 100% selective hydrogenation of cyclooctadiene and cyclohexadiene to cyclooctene and cyclohexene respectively. © 1990.
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页码:331 / 342
页数:12
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