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题名: Pt-Sn/?-Al2O3-Catalyzed Highly Efficient Direct Synthesis of Secondary and Tertiary Amines and Imines
作者: He, Wei1;  Wang, Liandi1;  Sun, Chenglin1;  Wu, Kaikai1;  He, Songbo1;  Chen, Jiping1;  Wu, Ping1;  Yu, Zhengkun1, 2
关键词: alcohols ;  alkylation ;  amines ;  borrowing hydrogen ;  imines
刊名: CHEMISTRY-A EUROPEAN JOURNAL
发表日期: 2011-11-01
DOI: 10.1002/chem.201101725
卷: 17, 期:47, 页:13308-13317
收录类别: SCI ;  CCR
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Multidisciplinary
研究领域[WOS]: Chemistry
英文摘要: Versatile syntheses of secondary and tertiary amines by highly efficient direct N-alkylation of primary and secondary amines with alcohols or by deaminative self-coupling of primary amines have been successfully realized by means of a heterogeneous bimetallic PtSn/?-Al2O3 catalyst (0.5 wt?% Pt, Pt/Sn molar ratio=1:3) through a borrowing-hydrogen strategy. In the presence of oxygen, imines were also efficiently prepared from the tandem reactions of amines with alcohols or between two primary amines. The proposed mechanism reveals that an alcohol or amine substrate is initially dehydrogenated to an aldehyde/ketone or NH-imine with concomitant formation of a [PtSn] hydride. Condensation of the aldehyde/ketone species or deamination of the NH-imine intermediate with another molecule of amine forms an N-substituted imine which is then reduced to a new amine product by the in-situ generated [PtSn] hydride under a nitrogen atmosphere or remains unchanged as the final product under an oxygen atmosphere. The PtSn/?-Al2O3 catalyst can be easily recycled without Pt metal leaching and has exhibited very high catalytic activity toward a wide range of amine and alcohol substrates, which suggests potential for application in the direct production of secondary and tertiary amines and N-substituted imines.
关键词[WOS]: CATALYZED N-ALKYLATION ;  BORROWING HYDROGEN METHODOLOGY ;  SUPPORTED RUTHENIUM HYDROXIDE ;  DIRECT AMIDE SYNTHESIS ;  SELECTIVE SYNTHESIS ;  ALIPHATIC-AMINES ;  DIRECT AMINATION ;  TANDEM SYNTHESIS ;  AROMATIC-AMINES ;  GAMMA-ALUMINA
语种: 英语
WOS记录号: WOS:000298058500027
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/142507
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
2.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

Recommended Citation:
He, Wei,Wang, Liandi,Sun, Chenglin,et al. Pt-Sn/?-Al2O3-Catalyzed Highly Efficient Direct Synthesis of Secondary and Tertiary Amines and Imines[J]. CHEMISTRY-A EUROPEAN JOURNAL,2011,17(47):13308-13317.
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