1.1. 2 Types of N-Heterocyclic Carbenes
Book
Editors: Cazin, C. ; Nolan, S.
Title: N-Heterocyclic Carbenes in Catalytic Organic Synthesis 1
Print ISBN: 9783132012813; Online ISBN: 9783132407633; Book DOI: 10.1055/b-004-132254
1st edition © 2017. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry
Science of Synthesis Reference Libraries
Parent publication
Title: Science of Synthesis
DOI: 10.1055/b-00000101
Series Editors: Carreira, E. M.; Decicco, C. P.; Fürstner, A.; Koch, G.; Molander, G.; Schaumann, E.; Shibasaki, M.; Thomas, E. J.; Trost, B. M.
Type: Multivolume Edition
Abstract
This chapter discusses the different types of N-heterocyclic carbenes (NHCs) and is organized according to ring size. The terminology for describing NHCs as normal or abnormal (mesoionic) and remote or nonremote is outlined. The pertinent properties of these different NHCs are compiled, in particular the 13C NMR spectroscopic and crystallographic parameters, as well as steric and electronic effects, which provides insights into the donor properties of the various classes of NHCs.
Key words
N-heterocyclic carbenes - normal carbenes - abnormal carbenes - mesoionic - remote carbenes - nonremote carbenes - imidazolylidenes - triazolylidenes - pyrazolylidenes - cyclic alkyl(amino)carbenes - pyrimidylidenes - pyridylidenes- 5 Arduengo, III AJ, Bock, H, Chen, H, Denk, M, Dixon, DA, Green, JC, Herrmann, WA, Jones, NL, Wagner, M, West, R. J. Am. Chem. Soc.. 1994; 116: 6641
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