Bifunctional Ruthenium Catalysts for endo-Selective Cycloisomerization of Nucleophile-Functionalized Terminal Alkynes

IF 11.3 1区化学 Q1 CHEMISTRY, PHYSICAL ACS Catalysis Pub Date : 2024-11-13 DOI:10.1021/acscatal.4c05245

Hector A. Garcia Mayerstein, Datong Song

引用次数: 0

Abstract

The catalytic cycloisomerization of nucleophile-functionalized alkynes is a useful method for the synthesis of heterocyclic compounds with 100% atom economy. Group 8 catalysts give high endo-selectivity in these transformations due to their ability to invoke metal-vinylidene intermediates. However, all known group 8 catalysts have relatively low activities and require high temperatures. Here, we report bifunctional ruthenium catalysts that enable the cycloisomerization of a large variety of substrates at low catalyst loadings and ambient temperature with turnover frequencies as high as 200 s^–1.

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双功能钌催化剂用于核亲和剂功能化末端炔的内选择性环异构化

催化亲核功能化炔烃的环异构化是合成杂环化合物的有效方法，其原子经济性达到 100%。由于第 8 组催化剂能够引发金属-亚乙烯中间体，因此在这些转化过程中具有较高的内选择性。然而，所有已知的第 8 族催化剂活性都相对较低，而且需要较高的温度。在此，我们报告了双官能钌催化剂，这种催化剂能在低催化剂负载和环境温度下对多种底物进行环异构化反应，反应频率高达 200 s-1。

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来源期刊

ACS Catalysis CHEMISTRY, PHYSICAL-

CiteScore

20.80

自引率

6.20%

发文量

1253

审稿时长

1.5 months

期刊介绍： ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.