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一种含 Cu(ii)配合物的二茂铁功能化席夫碱:合成、表征及对叠氮-炔环加成反应的ppm 级催化。

A ferrocene functionalized Schiff base containing Cu(ii) complex: synthesis, characterization and parts-per-million level catalysis for azide alkyne cycloaddition.

机构信息

Advanced Materials Group, Materials Sciences and Technology Division, CSIR-North East Institute of Science and Technology, Jorhat, Assam - 785006, India.

出版信息

Dalton Trans. 2020 May 28;49(20):6578-6586. doi: 10.1039/d0dt00915f. Epub 2020 Apr 28.

Abstract

Atom economy is one of the major factors in developing catalysis chemistry. Using the minimum amount of catalyst to obtain the maximum product yield is of the utmost priority in catalysis, which drives us to use parts-per-million (ppm) levels of catalyst loadings in syntheses. In this context, a new ferrocene functionalized Schiff base and its copper(ii) complex have been synthesized and characterized. This Cu(ii) complex is employed as a catalyst for popular 'click chemistry', where 1,2,3-triazoles are the end product. As low as 5 ppm catalyst loading is enough to produce gram scale product, and highest turnover number (TON) and turnover frequency (TOF) values of 140 000 and 70 000 h are achieved, respectively. Furthermore, this highly efficient protocol has been successfully applied to the preparation of diverse functionalized materials with pharmaceutical, labelling and supramolecular properties.

摘要

原子经济性是发展催化化学的主要因素之一。在催化中,使用最少的催化剂获得最大的产物产率是最重要的,这促使我们在合成中使用ppm 级的催化剂负载量。在这种情况下,合成并表征了一种新的二茂铁功能化席夫碱及其铜(ii)配合物。该 Cu(ii)配合物用作流行的“点击化学”的催化剂,其中 1,2,3-三唑是最终产物。低至 5 ppm 的催化剂负载量足以生产克级产品,分别实现了高达 140000 的最高转化数 (TON) 和 70000 的转化频率 (TOF) 值。此外,该高效的方案已成功应用于制备具有药物、标记和超分子性能的各种功能化材料。

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