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含溴代芳基结构的杂环卡宾三唑鎓盐:特征与合成方法

-Heterocyclic Carbene Triazolium Salts Containing Brominated Aromatic Motifs: Features and Synthetic Protocol.

作者信息

Raed Anas Abo, Dhayalan Vasudevan, Barkai Shahar, Milo Anat

机构信息

Department of Chemistry, Ben-Gurion University of the Negev, Beer-Sheva 84105, Israel.

Department of Chemistry, Ben-Gurion University of the Negev, Beer-Sheva 84105, Israel;, Email:

出版信息

Chimia (Aarau). 2020 Nov 25;74(11):878-882. doi: 10.2533/chimia.2020.878.

Abstract

In this work, we provide a brief overview of the role of -aryl substituents on triazolium -heterocyclic carbene (NHC) catalysis. This synopsis provides context for the disclosed synthetic protocol for new chiral -heterocyclic carbene (NHC) triazolium salts with brominated aromatic motifs. Incorporating brominated aryl rings into NHC structures is challenging, probably due to the substantial steric and electronic influence these substituents exert throughout the synthetic protocol. However, these exact characteristics make it an interesting -aryl substituent, because the electronic and steric diversity it offers could find broad use in organometallic- and organo-catalysis. Following the synthetic reaction by NMR guided the extensive modification of a known protocol to enable the preparation of these challenging NHC pre-catalysts.

摘要

在本工作中,我们简要概述了芳基取代基在三唑鎓-杂环卡宾(NHC)催化中的作用。本综述为所公开的用于合成具有溴代芳基结构单元的新型手性杂环卡宾(NHC)三唑鎓盐的合成方案提供了背景信息。将溴代芳基环引入NHC结构具有挑战性,这可能是由于这些取代基在整个合成过程中产生的显著空间和电子影响。然而,正是这些确切的特性使其成为一种有趣的芳基取代基,因为它所提供的电子和空间多样性可在有机金属催化和有机催化中得到广泛应用。通过核磁共振(NMR)跟踪合成反应,对已知方案进行了广泛修改,以制备这些具有挑战性的NHC预催化剂。

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