1.1.2 Types of N-Heterocyclic Carbenes

C. Segarra; M. Albrecht

doi:10.1055/sos-SD-223-00003

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Cazin, C. S. J. et al.: 2017 Science of Synthesis, 2016/5a: N-Heterocyclic Carbenes in Catalytic Organic Synthesis 1 DOI: 10.1055/sos-SD-223-00003

N-Heterocyclic Carbenes in Catalytic Organic Synthesis 1

1.1.2 Types of N-Heterocyclic Carbenes

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Herausgeber: Cazin, C. S. J.; Nolan, S. P.

Autoren: Albrecht, M.; Baudrenghien, L.; Bielawski, C. W.; Biffis, A.; Cavallo, L.; Cazin, C. S. J.; César, V.; Chetcuti, M. J.; Cuenca, A. B.; de Frémont, P.; Elie, M.; Fairlamb, I. J. S.; Falivene, L.; Fernández, E.; Gagné, M. R.; Gaillard, S.; Huynh, H. E.; Kalck, P.; Kuwano, R.; Lastovickova, D. N.; Lavigne, G.; Makida, Y.; Markó, I. E.; Martin, A. R.; Nahra, F.; Nakao, Y.; Ogasawara, M.; Payne, P. R.; Renaud, J.-L.; Ronson, T. O.; Ruamps, M.; Segarra, C.; Teator, A. J.; Trzeciak, A. M.; Tubaro, C.; Urrutigoity, M.; Vummaleti, S. V. C.; Whittlesey, M. K.; Yuan, D.

Titel: N-Heterocyclic Carbenes in Catalytic Organic Synthesis 1

Print ISBN: 9783132012813; Online ISBN: 9783132407633; Buch-DOI: 10.1055/b-004-132254

1st edition © 2017. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Fachgebiete: Organische Chemie;Chemische Reaktionen, Katalyse;Organometallchemie;Chemische Labormethoden, Stöchiometrie

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Titel: Science of Synthesis

DOI: 10.1055/b-00000101

Reihenherausgeber: Carreira, E. M.; Decicco, C. P.; Fürstner, A.; Koch, G.; Molander, G. A.; Schaumann, E.; Shibasaki, M.; Thomas, E. J.; Trost, B. M.

Typ: Mehrbändiges Werk

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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.

Schlüsselwörter

N-heterocyclic carbenes - normal carbenes - abnormal carbenes - mesoionic - remote carbenes - nonremote carbenes - imidazolylidenes - triazolylidenes - pyrazolylidenes - cyclic alkyl(amino)carbenes - pyrimidylidenes - pyridylidenes

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