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在追求选择性与活性的结合:一种钌烯烃复分解催化剂,具有不对称菲咯啉基 N-杂环卡宾。

In a Quest for Selectivity Paired with Activity: A Ruthenium Olefin Metathesis Catalyst Bearing an Unsymmetrical Phenanthrene-Based N-Heterocyclic Carbene.

机构信息

Laboratory of Organometallic Synthesis, Biological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, Żwirki i Wigury 101, 02-089, Warsaw, Poland.

Laboratory of Crystallochemistry, Biological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, Żwirki i Wigury 101, 02-089, Warsaw, Poland.

出版信息

Chemistry. 2020 Mar 23;26(17):3782-3794. doi: 10.1002/chem.201904549. Epub 2020 Mar 4.

Abstract

Robust, selective, and stable in the presence of ethylene, ruthenium olefin metathesis pre-catalyst, {[3-benzyl-1-(10-phenyl-9-phenanthryl)]-2-imidazolidinylidene}dichloro(o-isopropoxyphenylmethylene)ruthenium(II), Ru-3, bearing an unsymetrical N-heterocyclic carbene (uNHC) ligand, has been synthesized. The initiation rate of Ru-3 was examined by ring-closing metathesis and cross-metathesis reactions with a broad spectrum of olefins, showing an unprecendented selectivity. It was also tested in industrially relevant ethenolysis reactions of olefinic substrates from renewable feedstock with very good yields and selectivities.

摘要

合成了一种具有不对称 N-杂环卡宾(uNHC)配体的稳定、选择性和对乙烯具有耐受性的钌烯烃复分解预催化剂,{[3-苄基-1-(10-苯基-9-菲基)]-2-咪唑啉基二亚基}二氯(邻异丙氧基苯亚甲基)二钌(II),Ru-3。通过闭环复分解和与广泛的烯烃的交叉复分解反应来检查 Ru-3 的引发速率,显示出前所未有的选择性。它还在具有良好收率和选择性的可再生原料中烯烃底物的工业相关乙叉反应中进行了测试。

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