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各种杂环卡宾配体对硝酮激活的烯烃复分解催化剂活性的影响。

The Influence of Various -Heterocyclic Carbene Ligands on Activity of Nitro-Activated Olefin Metathesis Catalysts.

机构信息

Institute of Organic Chemistry Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.

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

出版信息

Molecules. 2020 May 12;25(10):2282. doi: 10.3390/molecules25102282.

Abstract

A set of nitro-activated ruthenium-based Hoveyda-Grubbs type olefin metathesis catalysts bearing sterically modified -hetero-cyclic carbene (NHC) ligands have been obtained, characterised and studied in a set of model metathesis reactions. It was found that catalysts bearing standard SIMes and SIPr ligands ( and ) gave the best results in metathesis of substrates with more accessible C-C double bonds. At the same time, catalysts bearing engineered naphthyl-substituted NHC ligands (-) exhibited high activity towards formation of tetrasubstituted C-C double bonds, the reaction which was traditionally Achilles' heel of the nitro-activated Hoveyda-Grubbs catalyst.

摘要

已获得了一系列带有位阻修饰的杂环卡宾(NHC)配体的硝基活化 Hoveyda-Grubbs 型烯烃复分解催化剂,并对其进行了一系列模型复分解反应的研究。研究发现,带有标准 SIMes 和 SIPr 配体(和)的催化剂在具有更容易接近的 C-C 双键的底物的复分解中效果最佳。同时,带有工程化萘基取代的 NHC 配体(-)的催化剂对形成四取代 C-C 双键具有很高的活性,而传统的硝基活化 Hoveyda-Grubbs 催化剂在该反应中表现不佳。

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