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用于通过借氢实现C-N偶联的高效铑(I)均相和多相催化剂。

Highly Efficient Rh(I) Homo- and Heterogeneous Catalysts for C-N Couplings via Hydrogen Borrowing.

作者信息

Wong Chin M, Peterson Matthew B, Pernik Indrek, McBurney Roy T, Messerle Barbara A

机构信息

Chemistry and Biomolecular Sciences, Macquarie University , Sydney, NSW, 2109, Australia.

School of Chemistry, University of New South Wales, Australia , Sydney, NSW, 2052, Australia.

出版信息

Inorg Chem. 2017 Dec 4;56(23):14682-14687. doi: 10.1021/acs.inorgchem.7b02586. Epub 2017 Nov 13.

DOI:10.1021/acs.inorgchem.7b02586
PMID:29131601
Abstract

Rhodium(I) complexes were explored as catalysts for the hydrogen borrowing reactions of amines and alcohols. Bidentate carbene-triazole ligands were readily synthesized via "click" reactions which allowed a diversity of ligand backbones to be accessed. The catalytic transformations are highly efficient, able to reach completion in under 6 h, and promote C-N bond formation across a range of primary alcohol and amine substrates. Moreover, site-selective catalysis can be achieved using substrates with more than one reactive site. A rhodium(I) complex covalently attached to a carbon black surface was also deployed in the hydrogen borrowing coupling reaction of aniline with benzyl alcohol. This represents the first report of a heterogeneous rhodium catalyst used for hydrogen borrowing.

摘要

铑(I)配合物被研究用作胺类和醇类氢转移反应的催化剂。双齿卡宾 - 三唑配体可通过“点击”反应轻松合成,这使得能够获得多种配体骨架。催化转化效率很高,能够在6小时内完成反应,并促进一系列伯醇和胺底物之间的C - N键形成。此外,使用具有多个反应位点的底物可以实现位点选择性催化。一种共价连接到炭黑表面的铑(I)配合物也被用于苯胺与苯甲醇的氢转移偶联反应。这是关于用于氢转移的多相铑催化剂的首次报道。

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