A Ruthenium Catalyst for Olefin Metathesis Featuring an Anti-Bredt N-Heterocyclic Carbene Ligand

被引:13
作者
Martin, David [1 ,2 ]
Marx, Vanessa M. [3 ]
Grubbs, Robert H. [3 ]
Bertrand, Guy [1 ]
机构
[1] Univ Calif San Diego, Dept Chem & Biochem, UCSD CNRS Joint Res Lab UMI 3555, San Diego, CA 92093 USA
[2] Univ Grenoble Alpes, Dept Chim Mol, UMR CNRS 5250, BP 53, F-38041 Grenoble 9, France
[3] CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA
基金
美国国家科学基金会; 加拿大自然科学与工程研究理事会;
关键词
olefin metathesis; ruthenium; stable carbenes; ALKYL AMINO CARBENES; INTRAMOLECULAR HYDROIMINIUMATION; CHEMICAL-SHIFTS; COMPLEXES; ALKENES; REACTIVITY; EFFICIENT; ATOM;
D O I
10.1002/adsc.201501140
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A ruthenium complex bearing an "anti-Bredt" N-heterocyclic carbene was synthesized, characterized and evaluated as a catalyst for olefin metathesis. Good conversions were observed at room temperature for the formation of di- and tri-substituted olefins by ring-closing metathesis. It also allowed for the ring-opening metathesis polymerization of cyclooctadiene, as well as for the cross-metathesis of cis-1,4-diacetoxy-2-butene with allylbenzene, with enhanced Z/E kinetic selectivity over classical NHC-based catalysts.
引用
收藏
页码:965 / 969
页数:5
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