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学科主题: 物理化学
题名: Metal Amidoboranes: Superior Double-Hydrogen-Transfer Agents in the Reduction of Ketones and Imines
作者: Xu, Weiliang2;  Wu, Guotao;  Yao, Wei1;  Fan, Hongjun1;  Wu, Jishan2;  Chen, Ping
通讯作者: 樊红军 ;  陈萍
关键词: hydrogenation ;  imines ;  ketones ;  metal amidoboranes ;  reduction
刊名: CHEMISTRY-A EUROPEAN JOURNAL
发表日期: 2012-10-01
DOI: 10.1002/chem.201201301
卷: 18, 期:43, 页:13885-13892
收录类别: SCI ;  CCR
文章类型: Article
部门归属: DNL19;11
项目归属: DNL1901;1102
产权排名: 1,2
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Multidisciplinary
研究领域[WOS]: Chemistry
英文摘要: Metal amidoboranes (MABs), such as lithium amidoborane (LiAB), show superior ability in reducing ketones and imines directly into their corresponding secondary alcohols and amines, respectively, at room temperature with high conversion and yields. A mechanistic study indicates that the reduction proceeds through a double-hydrogen-transfer process. Both protic H(N) and hydridic H(B) protons in the amidoborane participate in the reaction. Theoretical investigations show that the first (and rate-determining) step of the reduction reaction is the elimination of LiH from LiAB, followed by the transfer of H(Li) to the C site of the unsaturated bond.
关键词[WOS]: ASYMMETRIC TRANSFER HYDROGENATION ;  CLUSTER-CONTINUUM MODEL ;  ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS ;  SELECTIVE REDUCING AGENT ;  DIMETHYL SULFIDE-BORANE ;  SOLVATION FREE-ENERGIES ;  AMMONIA-BORANE ;  LITHIUM AMINOBOROHYDRIDES ;  SODIUM-BOROHYDRIDE ;  STORAGE MATERIAL
语种: 英语
WOS记录号: WOS:000310066700040
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/117848
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.Dalian Inst Chem Phys, State Key Lab Mol React Dynam, Dalian 116023, Peoples R China
2.Natl Univ Singapore, Dept Chem, Singapore 117542, Singapore

Recommended Citation:
Xu, Weiliang,Wu, Guotao,Yao, Wei,et al. Metal Amidoboranes: Superior Double-Hydrogen-Transfer Agents in the Reduction of Ketones and Imines[J]. CHEMISTRY-A EUROPEAN JOURNAL,2012,18(43):13885-13892.
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