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题名: Novel ferrocenylphosphine-imines containing a pyridine unit as a new family of chiral ligands: the important influence of the position of the pyridine N-atom on the reactivity and enantioselectivity in palladium-catalyzed asymmetric allylic alkylations
作者: Hu, XP;  Dai, HC;  Bai, CM;  Chen, HL;  Zheng, Z
刊名: TETRAHEDRON-ASYMMETRY
发表日期: 2004-04-05
DOI: 10.1016/j.tetasy.2004.02.007
卷: 15, 期:7, 页:1065-1068
收录类别: SCI ;  IC ;  CCR
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Inorganic & Nuclear ;  Chemistry, Organic ;  Chemistry, Physical
研究领域[WOS]: Chemistry
英文摘要: A new class of ferrocene based phosphine-imine ligands with a pyridine moiety was used in the Pd-catalyzed asymmetric allylic alkylation of 1,3-diphenylprop-2-en-1-yl ester 5 and cyclohexenyl acetate 8, and it was found that the position of pyridine N-atom had an important influence on the catalytic activity and enantioselectivity of the Pd-complex. The Pd-complex derived from ligand (R,S-P)-1c with a 3-pyridine N-atom turned out to be an efficient catalyst, affording an allylic alkylation product with an ee of up to 99%, while the Pd-complex derived from ligand (R,S-P)-1a with a 2-pyridine N-atom surprisingly showed no activity. Using ligand (R,S-P)-1b with a 4-pyridine N-atom, an ee of 95% with 91% yield was obtained in the allylic alkylation of 1,3-diphenylprop-2en-1-yl pivalate, but no allylic alkylation product of cyclohexenyl acetate was obtained. (C) 2004 Elsevier Ltd. All rights reserved.
关键词[WOS]: PLANAR CHIRALITY ;  FERROCENE LIGANDS ;  AMIDINE LIGANDS ;  HYBRID LIGANDS ;  P,N-LIGANDS ;  DIETHYLZINC ;  TRICARBONYL ;  INDUCTION ;  NITROGEN ;  BACKBONE
语种: 英语
WOS记录号: WOS:000220750800001
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/138460
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

Recommended Citation:
Hu, XP,Dai, HC,Bai, CM,et al. Novel ferrocenylphosphine-imines containing a pyridine unit as a new family of chiral ligands: the important influence of the position of the pyridine N-atom on the reactivity and enantioselectivity in palladium-catalyzed asymmetric allylic alkylations[J]. TETRAHEDRON-ASYMMETRY,2004,15(7):1065-1068.
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