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无银碳氢活化:实现碳氢活化在可持续有机合成中全部潜力的策略方法。

Silver-Free C-H Activation: Strategic Approaches towards Realizing the Full Potential of C-H Activation in Sustainable Organic Synthesis.

作者信息

Mondal Arup, van Gemmeren Manuel

机构信息

Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 36, 48149, Münster, Germany.

Otto-Diels-Institut für Organische Chemie, Christian-Albrechts-Universität zu Kiel, Otto-Hahn-Platz 4, 24118, Kiel, Germany.

出版信息

Angew Chem Int Ed Engl. 2022 Nov 25;61(48):e202210825. doi: 10.1002/anie.202210825. Epub 2022 Oct 21.

Abstract

The activation of carbon-hydrogen bonds is considered as one of the most attractive techniques in synthetic organic chemistry because it bears the potential to shorten synthetic routes as well as to produce complementary product scopes compared to traditional synthetic strategies. However, many current methods employ silver salts as additives, leading to stoichiometric metal waste and thereby preventing the full potential of C-H activation to be exploited. Therefore, the development of silver-free protocols has recently received increasing attention. Mechanistically, silver can serve various roles in C-H activation and thus, avoiding the use of silver requires different approaches based on the role it serves in a given process. In this Review, we present the comparison of silver-based and silver-free methods. Focusing on the strategic approaches to develop silver-free C-H activation, we provide the reader with the means to develop sustainable methods for C-H activation.

摘要

碳氢键的活化被认为是合成有机化学中最具吸引力的技术之一,因为与传统合成策略相比,它有缩短合成路线以及产生互补产物范围的潜力。然而,目前许多方法使用银盐作为添加剂,导致化学计量的金属浪费,从而阻碍了碳氢键活化的全部潜力得到充分利用。因此,无银方案的开发最近受到了越来越多的关注。从机理上讲,银在碳氢键活化中可以起到多种作用,因此,避免使用银需要根据其在特定过程中所起的作用采用不同的方法。在本综述中,我们对基于银的方法和无银方法进行了比较。聚焦于开发无银碳氢键活化的策略方法,我们为读者提供了开发可持续碳氢键活化方法的手段。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aacb/9828228/f5cc373e1089/ANIE-61-0-g024.jpg

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