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Baran Lab N H C N H C K. J. Eastman

N-Heterocyclic Carbenes (NHCs) Baran Lab K. J. Eastman1An Introduction to N-heterocyclic Carbenes:Prior to 1960, a school of thought that carbenes were too reactive to be isolated thwarted widespread efforts to investigate carbene true for the majority of carbenes, this proved to be an inaccurateassessment of the N-heterocyclic the early 1960's Wanzlick (Angew. Chem. Int. Ed. 1962, 1, 75-80) first investigated the reactivity and stability of N-heterocyclic thereafter, Wanzlick (Angew. Chem. Int. Ed. 1968, 7, 141-142) reported the first application of NHCs as ligands for metal , the field of of NHCs as ligands in transition metal chemistry remained dormant for 23 1991, a report by Arduengo and co-workers (J.)

Baran Lab N - H e t e r o c y c l i c C a r b e n e s ( N H C s ) K. J. Eastman 2 NHCs are most frequently prepared via deprotonation of the corresponding azolium salts (imidazolium, triazolium, tetrazolium, pyrazolium, benz-

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