氮杂环羰基在有机催化中的应用

M. Ojha, R. Bansal
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引用次数: 2

摘要

近二十年来,氮杂环卡宾(NHC)的研究领域有了显著的拓展。NHCs已成为普遍存在的物种,在广泛的领域中有应用,包括有机催化和有机金属化学。nhc诱导的非不对称催化是近年来研究成果较多的一个领域。通过控制结构特征和选择合适的取代基,可以控制各种NHCs的动力学和热力学稳定性,这些NHCs可以耐受各种官能团,并且可以在温和的条件下使用。NHCs的制备方法有烷基杂环盐脱质子、金属转化、脱羧和电化学还原等。NHCs已被成功地用作各种反应的催化剂,使大量的构建单元和其他有用的化合物易于获得。这些反应有:安息香缩合、Stetter反应、Michaelreaction、酯化、酯类活化、异氰酸酯活化、聚合、不同环加成反应、异构化等。本审查包括过去10年(即从2010年至今)发表的所有这些例子。NHCs已成为合成有机化学中多功能和强大的有机催化剂。它们提供了不给环境增加金属污染物负担的合成策略,因此适合绿色化学。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Application of Nitrogen Heterocyclic Carbenes in Organocatalysis
During the last two decades, horizon of research in the field of Nitrogen Heterocyclic Carbenes (NHC) has widened remarkably. NHCs have emerged as ubiquitous species having applications in a broad range of fields, including organocatalysis and organometallic chemistry. The NHC-induced non-asymmetric catalysis has turned out to be a really fruitful area of research in recent years. By manipulating structural features and selecting appropriate substituent groups, it has been possible to control the kinetic and thermodynamic stability of a wide range of NHCs, which can be tolerant to a variety of functional groups and can be used under mild conditions. NHCs are produced by different methods, such as deprotonation of Nalkylhetrocyclic salt, transmetallation, decarboxylation and electrochemical reduction. The NHCs have been used successfully as catalysts for a wide range of reactions making a large number of building blocks and other useful compounds accessible. Some of these reactions are: benzoin condensation, Stetter reaction, Michael reaction, esterification, activation of esters, activation of isocyanides, polymerization, different cycloaddition reactions, isomerization, etc. The present review includes all these examples published during the last 10 years, i.e. from 2010 till date. The NHCs have emerged as versatile and powerful organocatalysts in synthetic organic chemistry. They provide the synthetic strategy which does not burden the environment with metal pollutants and thus fit in the Green Chemistry.
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