Tuning and Quantifying Steric and Electronic Effects of N-Heterocyclic Carbenes

Handle URI:
http://hdl.handle.net/10754/575857
Title:
Tuning and Quantifying Steric and Electronic Effects of N-Heterocyclic Carbenes
Authors:
Falivene, Laura; Poater, Albert; Cavallo, Luigi ( 0000-0002-1398-338X )
Abstract:
This chapter states that the main handles for tuning steric and electronic effects are the substituents on N atoms, the nature of the C4-C5 bridge (either saturated or unsaturated), and the substituents on the C4 and C5 atoms. The initial intuition that steric properties of N-heterocyclic carbenes (NHCs) could be modulated and could impact catalytic behavior stimulated the development of steric descriptors to quantify the steric requirement of different NHCs and, possibly, to compare them with tertiary phosphines. NHCs can be classified as typically strong σ-basic/π-acid ligands, although they have been also shown to exhibit reasonable π-basic properties. This electronic modularity allows NHC ligands to adapt flexibly to different chemical environments represented by a transition metal and the other ligands. © 2014 Wiley-VCH Verlag GmbH & Co. KGaA. All rights reserved.
KAUST Department:
Biological and Environmental Sciences and Engineering (BESE) Division; KAUST Catalysis Center (KCC)
Publisher:
Wiley-Blackwell
Journal:
N-Heterocyclic Carbenes
Issue Date:
12-Jul-2014
DOI:
10.1002/9783527671229.ch02
Type:
Book Chapter
ISBN:
9783527671229; 9783527334902
Appears in Collections:
KAUST Catalysis Center (KCC); Book Chapters; Biological and Environmental Sciences and Engineering (BESE) Division

Full metadata record

DC FieldValue Language
dc.contributor.authorFalivene, Lauraen
dc.contributor.authorPoater, Alberten
dc.contributor.authorCavallo, Luigien
dc.date.accessioned2015-08-24T09:55:41Zen
dc.date.available2015-08-24T09:55:41Zen
dc.date.issued2014-07-12en
dc.identifier.isbn9783527671229; 9783527334902en
dc.identifier.doi10.1002/9783527671229.ch02en
dc.identifier.urihttp://hdl.handle.net/10754/575857en
dc.description.abstractThis chapter states that the main handles for tuning steric and electronic effects are the substituents on N atoms, the nature of the C4-C5 bridge (either saturated or unsaturated), and the substituents on the C4 and C5 atoms. The initial intuition that steric properties of N-heterocyclic carbenes (NHCs) could be modulated and could impact catalytic behavior stimulated the development of steric descriptors to quantify the steric requirement of different NHCs and, possibly, to compare them with tertiary phosphines. NHCs can be classified as typically strong σ-basic/π-acid ligands, although they have been also shown to exhibit reasonable π-basic properties. This electronic modularity allows NHC ligands to adapt flexibly to different chemical environments represented by a transition metal and the other ligands. © 2014 Wiley-VCH Verlag GmbH & Co. KGaA. All rights reserved.en
dc.publisherWiley-Blackwellen
dc.subjectElectronic effectsen
dc.subjectN-heterocyclic carbenes (NHCs)en
dc.subjectSteric effectsen
dc.titleTuning and Quantifying Steric and Electronic Effects of N-Heterocyclic Carbenesen
dc.typeBook Chapteren
dc.contributor.departmentBiological and Environmental Sciences and Engineering (BESE) Divisionen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.identifier.journalN-Heterocyclic Carbenesen
dc.contributor.institutionUniversità di Salerno, Dipartimento di Chimica e Biologia, Via Ponte don MelilloFisciano, Italyen
dc.contributor.institutionUniversitat de Girona, Institut de Química Computacional i Catàlisi, Departament de Química, Campus de MontiliviGirona, Spainen
kaust.authorCavallo, Luigien
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