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学科主题: 金属有机化学
题名: Evaluation of calix[4]arene-based chiral diphosphite ligands in Rh-catalyzed asymmetric hydrogenation of simple dehydroamino acid derivatives
其他题名: Evaluation of calix[4]arene-based chiral diphosphite ligands in Rh-catalyzed asymmetric hydrogenation of simple dehydroamino acid derivatives
作者: Liu SS(刘莎莎) ; SANDOVAL CHRISTIAN A
通讯作者: SANDOVAL CHRISTIAN A
刊名: J. Mol. Catal. A-Chem.
发表日期: 2010
卷: 325, 期:1-2, 页:65-72
收录类别: SCI
部门归属: 天津大学; 中国科学院上海有机化学研究所
英文摘要: The calix[4]arene framework was readily modified to generate a number of chiral BINOL-based diphosphite ligands (3) capable of forming in situ Rh-complexes which catalyzed the asymmetric hydrogenation of model substrates methyl-(Z)-2-(acetamido)acrylate (1a) and methyl-(Z)-2-(acetamido)cinnamate (1b). The (S,S)-catalyst generated the (R)-product. Upper rim (R-1) and 1,3-O-alkylation (R-2) substitution on the calixarene strongly influenced catalyst activity and chiral induction. Optimum results were obtained when RI was -C(CH3)(3) and R-2 was -CH2CH2CH3 (3b). Under optimized conditions, 3b hydrogenated la and 1b in 98 and 96% ee, respectively. Overall, better catalyst performance was observed for "locked" cone-conformers of 3, with higher activity evident for the less sterically hindered 1a (TOF up to 1300h(-1) at P(H-2) = 5 atm). (C) 2010 Elsevier B.V. All rights reserved.
语种: 英语
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WOS记录号: WOS:000278823300010
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/27795
Appears in Collections:上海有机化学研究所_期刊论文

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Recommended Citation:
Liu SS,SANDOVAL CHRISTIAN A. Evaluation of calix[4]arene-based chiral diphosphite ligands in Rh-catalyzed asymmetric hydrogenation of simple dehydroamino acid derivatives[J]. J. Mol. Catal. A-Chem.,2010,325(1-2):65-72.
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