Trifluoromethyl-substituted indenyl rhodium and iridium complexes are highly selective catalysts for directed hydroboration reactions

被引:36
作者
Brinkman, JA [1 ]
Nguyen, TT [1 ]
Sowa, JR [1 ]
机构
[1] Seton Hall Univ, Dept Chem, S Orange, NJ 07079 USA
关键词
D O I
10.1021/ol005653z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Rhodium and iridium catalysts containing trifluoromethyl-substituted indenyl ligands (Ind'MCod, Ind' = C(9)H(7), (1-CF(3))C(9)H(6), (2-CF(3))C(9)H(6), (1,3-CF(3))(2)C(9)H(5)) have been developed for the directed hydroboration of 4-(benzyloxy)cyclohexene to cis-3-(benzyloxy)cyclohexanol. Compared to unsubstituted complexes, trifluoromethyl substitution yields a 3-10% increase in selectivity which is attributed to the strong electron-withdrawing effect of the trifluoromethyl group. Rhodium complexes give selectivities of 74-84%, and iridium complexes give high levels of selectivity (93-98%).
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页码:981 / 983
页数:3
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