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

(2012) ORGANOMETALLICS. 31(8). p.3259-3263
Author
Organization
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* = eta(5)-C5Me5), 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.
Keywords
DYNAMIC KINETIC RESOLUTION, CROSS-COUPLING REACTIONS, RUCL CP-ASTERISK, RUTHENIUM COMPLEXES, AMBIENT-TEMPERATURE, OLEFIN METATHESIS, TRANSESTERIFICATION/ACYLATION REACTIONS, ORGANOMETALLIC CHEMISTRY, ETA(5)-C5ME5 MOIETY, SECONDARY ALCOHOLS

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Chicago
Balogh, Janos, Alexandra MZ Slawin, and Steven Nolan. 2012. “Bulky N-heterocyclic Carbene IPr* in Selected Organo- and Transition Metal-mediated Catalytic Applications.” Organometallics 31 (8): 3259–3263.
APA
Balogh, J., Slawin, A. M., & Nolan, S. (2012). Bulky N-heterocyclic carbene IPr* in selected organo- and transition metal-mediated catalytic applications. ORGANOMETALLICS, 31(8), 3259–3263.
Vancouver
1.
Balogh J, Slawin AM, Nolan S. Bulky N-heterocyclic carbene IPr* in selected organo- and transition metal-mediated catalytic applications. ORGANOMETALLICS. 2012;31(8):3259–63.
MLA
Balogh, Janos, Alexandra MZ Slawin, and Steven Nolan. “Bulky N-heterocyclic Carbene IPr* in Selected Organo- and Transition Metal-mediated Catalytic Applications.” ORGANOMETALLICS 31.8 (2012): 3259–3263. Print.
@article{8168893,
  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* = eta(5)-C5Me5), 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.},
  author       = {Balogh, Janos and Slawin, Alexandra MZ and Nolan, Steven},
  issn         = {0276-7333},
  journal      = {ORGANOMETALLICS},
  keywords     = {DYNAMIC KINETIC RESOLUTION,CROSS-COUPLING REACTIONS,RUCL CP-ASTERISK,RUTHENIUM COMPLEXES,AMBIENT-TEMPERATURE,OLEFIN METATHESIS,TRANSESTERIFICATION/ACYLATION REACTIONS,ORGANOMETALLIC CHEMISTRY,ETA(5)-C5ME5 MOIETY,SECONDARY ALCOHOLS},
  language     = {eng},
  number       = {8},
  pages        = {3259--3263},
  title        = {Bulky N-heterocyclic carbene IPr* in selected organo- and transition metal-mediated catalytic applications},
  url          = {http://dx.doi.org/10.1021/om300104j},
  volume       = {31},
  year         = {2012},
}

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