Synthesis, properties and applications of BICAP: a new family of carbazole-based diphosphine Ligands

被引:24
作者
Botman, PNM [1 ]
Fraanje, J [1 ]
Goubitz, K [1 ]
Peschar, R [1 ]
Verhoeven, JW [1 ]
van Maarseveen, JH [1 ]
Hiemstra, H [1 ]
机构
[1] Univ Amsterdam, Vant Hoff Inst Mol Sci, NL-1018 WS Amsterdam, Netherlands
关键词
asymmetric catalysis; atropisomerism; enantioselectivity; hydrogenation; P ligands;
D O I
10.1002/adsc.200303241
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A new family of bidentate phosphine ligands based on the biscarbazole backbone has been synthesized and applied in the ruthenium- and rhodium-catalyzed asymmetric hydrogenations of methyl acetoacetate and dimethyl itaconate. The nitrogen atoms in these BICAP ligands allow facile introduction of substituents providing structurally similar, but electronically different ligands, which were used to fine-tune these reactions to 98% and 55% ee, respectively.
引用
收藏
页码:743 / 754
页数:12
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