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学科主题: 金属有机化学
题名: Spiroketal-Based Diphosphine Ligands in Pd-Catalyzed Asymmetric Allylic Amination of Morita-Baylis-Hillman Adducts: Exceptionally High Efficiency and New Mechanism
其他题名: 螺缩酮骨架双膦配体与钯催化的Morita-Baylis-Hillman加合物的不对称烯丙基胺化: 超高效率和新反应机理
作者: Wang XM(王晓明); Guo PH(郭沛骅); Han ZB(韩召斌); Wang XB(王旭斌); Wang Z(王正); Ding KL(丁奎岭)
通讯作者: 丁奎岭
刊名: J. Am. Chem. Soc.
发表日期: 2014
DOI: 10.1021/ja410707q
卷: 136, 期:1, 页:405-411
收录类别: SCI
英文摘要: Exceptionally high activity (with a TON up to 4750) of the palladium complexes of SKP ligand was discovered in the catalysis of asymmetric allylic amination of MBH adducts with aromatic amines. A comprehensive mechanistic study indicates that the unique structural features of the SKP ligand, with a long P center dot center dot center dot P distance in its solid-state structure, were favorable for allowing two P atoms to play a bifunctional role in the catalysis. Herein, one of the P atom forms a C-P sigma-bond with the terminal carbon atom of allyl moiety as a Lewis base, and an alternative P atom coordinates to Pd atom. The cooperative action of organo- and organometallic catalysis discovered in the present catalytic system is most likely responsible for its high activity, as well as excellent regio- and enantioselectivities. The mechanism disclosed in the present catalytic system is distinct from most of the currently recognized mechanisms for Pd-catalyzed allylic substitutions.
语种: 英语
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/39007
Appears in Collections:金属有机化学国家重点实验室_期刊论文

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作者单位: 中科院上海有机化学研究所

Recommended Citation:
Wang XM,Guo PH,Han ZB,et al. Spiroketal-Based Diphosphine Ligands in Pd-Catalyzed Asymmetric Allylic Amination of Morita-Baylis-Hillman Adducts: Exceptionally High Efficiency and New Mechanism[J]. J. Am. Chem. Soc.,2014,136(1):405-411.
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