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Electrogenerated NHCs in Organic Synthesis: Ionic Liquids vs Organic Solvents Effects
The Chemical Record ( IF 7.0 ) Pub Date : 2021-01-28 , DOI: 10.1002/tcr.202000178
Fabrizio Vetica 1 , Martina Bortolami 2 , Rita Petrucci 2 , Daniele Rocco 2 , Marta Feroci 2
Affiliation  

In the last twenty years, N-heterocyclic carbenes (NHCs) have been extensively studied for their application as organocatalysts in stereoselective synthesis as well as ligands for transition metals-promoted synthetic methodologies. Derived mainly from azolium salts, NHCs have demonstrated exceptional versatility in their generation usually performed by deprotonation or reduction (chemical or electrochemical). In particular, the generation of NHC under electrochemical conditions, starting from azolium-based ionic liquids, has proven to be a successful green approach and demonstrated wide applicability in organic synthesis. In this Personal Account, the application of electrogenerated NHCs in organic synthesis will be discussed, with a particular attention to the different reactivity in ionic liquids compared to classical organic solvents.

中文翻译:

有机合成中的电生 NHC:离子液体与有机溶剂的影响

在过去的二十年里,N杂环卡宾 (NHC) 因其在立体选择性合成中作为有机催化剂的应用以及过渡金属促进合成方法的配体而被广泛研究。NHCs 主要来源于唑盐,在其生成过程中表现出非凡的多功能性,通常通过去质子化或还原(化学或电化学)进行。特别是,在电化学条件下,从基于唑鎓的离子液体开始生成 NHC,已被证明是一种成功的绿色方法,并在有机合成中表现出广泛的适用性。在此个人帐户中,将讨论电生 NHC 在有机合成中的应用,特别关注离子液体与经典有机溶剂相比的不同反应性。
更新日期:2021-01-28
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