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纳米催化剂在C-H键交叉脱氢偶联反应中的应用概述

A walk around the application of nanocatalysts for cross-dehydrogenative coupling of C-H bonds.

作者信息

Wang Jianjie, Su Pingyang, Abdolmohammadi Shahrzad, Vessally Esmail

机构信息

College of Applied Mathematics, Shanxi University of Finance and Economics Taiyuan Shanxi 030006 China.

College of Chemistry and Molecular Engineering Shanghai 200240 China.

出版信息

RSC Adv. 2019 Dec 16;9(71):41684-41702. doi: 10.1039/c9ra08752d. eCollection 2019 Dec 13.

DOI:10.1039/c9ra08752d
PMID:35557874
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9092629/
Abstract

Cross-dehydrogenative coupling reactions between two unmodified C-H bonds are one of the most attractive and fundamental strategies for the construction of C-C bonds. As these reactions avoid pre-functionalization and de-functionalization of the substrates, they are cleaner, safer, and faster than traditional cross-coupling reactions. After the introduction of the modern area of cross-dehydrogenative coupling in 2003, many efforts have been devoted to the development of more efficient and selective catalytic systems for these appealing reactions. Among the different types of catalytic systems that have been investigated, nanostructured metal catalysts are highly attractive in view of their high catalytic performance, easy separability and good reusability. The purpose of this review is to focus on the application of nanocatalysts for cross-dehydrogenative coupling of C-H bonds with particular emphasis on the mechanistic aspects of the reactions. Specifically, we have structured this review based on the type of C-C bonds. Thus, the review is divided into six major sections: (i) C(sp)-C(sp) coupling; (ii) C(sp)-C(sp) coupling; (iii) C(sp)-C(sp) coupling; (iv) C(sp)-C(sp) coupling; (v) C(sp)-C(sp) coupling; and (vi) C(sp)-C(sp) coupling.

摘要

两个未修饰的C-H键之间的交叉脱氢偶联反应是构建C-C键最具吸引力和基础性的策略之一。由于这些反应避免了底物的预官能化和去官能化，它们比传统的交叉偶联反应更清洁、更安全且更快。在2003年引入现代交叉脱氢偶联领域后，人们致力于开发更高效、更具选择性的催化体系用于这些引人注目的反应。在已研究的不同类型的催化体系中，纳米结构金属催化剂因其高催化性能、易于分离和良好的可重复使用性而极具吸引力。本综述的目的是聚焦于纳米催化剂在C-H键交叉脱氢偶联中的应用，特别强调反应的机理方面。具体而言，我们根据C-C键的类型构建了本综述。因此，本综述分为六个主要部分：(i)C(sp)-C(sp)偶联；(ii)C(sp)-C(sp)偶联；(iii)C(sp)-C(sp)偶联；(iv)C(sp)-C(sp)偶联；(v)C(sp)-C(sp)偶联；以及(vi)C(sp)-C(sp)偶联。

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Cross-dehydrogenative C(sp)-C(sp) coupling via C-H activation using magnetically retrievable ruthenium-based photoredox nanocatalyst under aerobic conditions.在有氧条件下，使用可磁回收的钌基光氧化还原纳米催化剂通过C-H活化实现交叉脱氢C(sp)-C(sp)偶联。
Chem Commun (Camb). 2019 Jun 20;55(51):7402-7405. doi: 10.1039/c9cc02386k.