Bulky N-heterocyclic carbene IPr* in selected organo- and transition metal-mediated catalytic applications

János Balogh, Alexandra M Z Slawin, Steven P. Nolan

Research output: Contribution to journalArticle

35 Citations (Scopus)

Abstract

A series of studies were conducted to probe the stability and reactivity of a very sterically encumbered N-heterocyclic carbene. The X-ray structure of the NHC IPr* (IPr* = 1,3-bis(2,6-bis(diphenylmethyl)-4-methylphenyl) imidazol-2-ylidene) was determined. IPr* was used as an organocatalyst in transesterification reactions. Steric and electronic parameters characterizing IPr* were determined via the synthesis of a nickel-carbonyl complex, [Ni(CO) 3(IPr*)]. A related complex, [(Cp*)Ru(IPr*) Cl] (Cp* = η 5-C 5Me 5), was prepared and characterized by X-ray crystallography, and its catalytic performance in the racemization of chiral alcohols is reported. The catalytic performance of the NHC and of its transition metal derivatives permit establishing the standing of this uniquely bulky member among the NHC family.

Original languageEnglish
Pages (from-to)3259-3263
Number of pages5
JournalOrganometallics
Volume31
Issue number8
DOIs
Publication statusPublished - 23 Apr 2012
Externally publishedYes

Fingerprint

X ray crystallography
Transesterification
carbenes
Carbon Monoxide
Transition metals
transition metals
Alcohols
Derivatives
X rays
imidazoles
crystallography
alcohols
x rays
reactivity
nickel
probes
synthesis
electronics
carbene
nickel carbonyl

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

Cite this

Bulky N-heterocyclic carbene IPr* in selected organo- and transition metal-mediated catalytic applications. / Balogh, János; Slawin, Alexandra M Z; Nolan, Steven P.

In: Organometallics, Vol. 31, No. 8, 23.04.2012, p. 3259-3263.

Research output: Contribution to journalArticle

Balogh, János ; Slawin, Alexandra M Z ; Nolan, Steven P. / Bulky N-heterocyclic carbene IPr* in selected organo- and transition metal-mediated catalytic applications. In: Organometallics. 2012 ; Vol. 31, No. 8. pp. 3259-3263.
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