Photoredox Catalysis of Intramolecular Cyclizations with a Reusable Silica-Bound Ruthenium Complex

被引:22
作者
Barbante, Gregory J. [1 ]
Ashton, Trent D. [1 ]
Doeven, Egan H. [1 ]
Pfeffer, Frederick M. [1 ]
Wilson, David J. D. [3 ]
Henderson, Luke C. [1 ,2 ]
Francis, Paul S. [1 ]
机构
[1] Deakin Univ, Sch Life & Environm Sci, Ctr Chem & Biotechnol, Geelong, Vic 3220, Australia
[2] Deakin Univ, Inst Frontier Mat, Geelong, Vic 3220, Australia
[3] La Trobe Univ, La Trobe Inst Mol Sci, Dept Chem & Phys, Melbourne, Vic 3086, Australia
基金
澳大利亚研究理事会;
关键词
heterogeneous catalysis; photocatalysis; ruthenium; thiadiazolamines; visible light; EFFICIENT HETEROGENEOUS PHOTOCATALYSIS; DEHYDROGENATIVE COUPLING REACTIONS; METAL-ORGANIC FRAMEWORKS; CROSS-LINKED POLYMERS; VISIBLE-LIGHT; SYNTHETIC APPLICATIONS; FUNCTIONALIZATION; CHEMILUMINESCENCE; INHIBITORS; ALDEHYDES;
D O I
10.1002/cctc.201500304
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Photoredox catalysis with the use of a stable, reusable silica-bound chromophore was applied to the intramolecular cyclization of a series of 2-benzylidenehydrazinecarbothioamides to give 5-phenyl-1,3,4-thiadiazol-2-amines. The catalyst was readily prepared by carbodiimide-mediated coupling of commercially available amine-functionalized silica beads to a carboxylic acid functionalized ruthenium complex. The immobilized catalyst was readily removed from the reaction product by filtration and was used eight times without loss of catalytic activity. This simple, safe, and practical method is an attractive alternative to conventional procedures.
引用
收藏
页码:1655 / 1658
页数:4
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