Advanced search
Add to list

Iridium(I) hydroxides : powerful synthons for bond activation

(2013) CHEMISTRY-A EUROPEAN JOURNAL. 19(24). p.7904-7916
Author
Organization
Abstract
A family of iridium(I) hydroxides of the form [Ir(cod)(NHC)(OH)] (cod=1,5-cyclooctadiene, NHC=N-heterocyclic carbene) is reported. Single-crystal X-ray analyses and computational methods were used to explore the structural characteristics and steric properties of these new complexes. The model complex [Ir(cod)(IiPr)(OH)] (IiPr=1,3-(diisopropyl)imidazol-2-ylidene) undergoes reaction with a wide variety of substrates including boronic acids and silicon compounds. In addition, OH, NH and CH bond activation was achieved with alcohols, carboxylic acids, amines and various sp-, sp2- and sp3-hybridised carbon centres, giving access to a wide range of new IrI complexes. These studies have allowed us to explore the exciting reactivity of this motif, revealing a versatile and useful synthon capable of activating important chemical bonds under mild (typically room temperature) conditions. No additives were required and, in the case of XH bond activation, water was the only waste product, rendering this an atom efficient procedure for bond activation. This system has great potential for the construction of new catalytic cycles for organic synthesis and small-molecule activation.
Keywords
bond activation, density functional calculations, iridium, N-heterocyclic carbene, synthetic methods, N-HETEROCYCLIC CARBENE, C-H ACTIVATION, STEREOSELECTIVE OXIDATIVE ADDITION, RUTHENIUM COMPLEXES BEARING, OLEFIN-METATHESIS CATALYSTS, TRANSITION-METAL-COMPLEXES, NOBEL LECTURE, SILOXIDE COMPLEXES, AMIDO COMPLEXES, STRUCTURAL-CHARACTERIZATION

Citation

Please use this url to cite or link to this publication:

MLA
Truscott, Byron J., et al. “Iridium(I) Hydroxides : Powerful Synthons for Bond Activation.” CHEMISTRY-A EUROPEAN JOURNAL, vol. 19, no. 24, 2013, pp. 7904–16.
APA
Truscott, B. J., Nelson, D. J., Lujan, C., Slawin, A. M., & Nolan, S. (2013). Iridium(I) hydroxides : powerful synthons for bond activation. CHEMISTRY-A EUROPEAN JOURNAL, 19(24), 7904–7916.
Chicago author-date
Truscott, Byron J, David J Nelson, Cristina Lujan, Alexandra MZ Slawin, and Steven Nolan. 2013. “Iridium(I) Hydroxides : Powerful Synthons for Bond Activation.” CHEMISTRY-A EUROPEAN JOURNAL 19 (24): 7904–16.
Chicago author-date (all authors)
Truscott, Byron J, David J Nelson, Cristina Lujan, Alexandra MZ Slawin, and Steven Nolan. 2013. “Iridium(I) Hydroxides : Powerful Synthons for Bond Activation.” CHEMISTRY-A EUROPEAN JOURNAL 19 (24): 7904–7916.
Vancouver
1.
Truscott BJ, Nelson DJ, Lujan C, Slawin AM, Nolan S. Iridium(I) hydroxides : powerful synthons for bond activation. CHEMISTRY-A EUROPEAN JOURNAL. 2013;19(24):7904–16.
IEEE
[1]
B. J. Truscott, D. J. Nelson, C. Lujan, A. M. Slawin, and S. Nolan, “Iridium(I) hydroxides : powerful synthons for bond activation,” CHEMISTRY-A EUROPEAN JOURNAL, vol. 19, no. 24, pp. 7904–7916, 2013.
@article{8168712,
  abstract     = {A family of iridium(I) hydroxides of the form [Ir(cod)(NHC)(OH)] (cod=1,5-cyclooctadiene, NHC=N-heterocyclic carbene) is reported. Single-crystal X-ray analyses and computational methods were used to explore the structural characteristics and steric properties of these new complexes. The model complex [Ir(cod)(IiPr)(OH)] (IiPr=1,3-(diisopropyl)imidazol-2-ylidene) undergoes reaction with a wide variety of substrates including boronic acids and silicon compounds. In addition, OH, NH and CH bond activation was achieved with alcohols, carboxylic acids, amines and various sp-, sp2- and sp3-hybridised carbon centres, giving access to a wide range of new IrI complexes. These studies have allowed us to explore the exciting reactivity of this motif, revealing a versatile and useful synthon capable of activating important chemical bonds under mild (typically room temperature) conditions. No additives were required and, in the case of XH bond activation, water was the only waste product, rendering this an atom efficient procedure for bond activation. This system has great potential for the construction of new catalytic cycles for organic synthesis and small-molecule activation.},
  author       = {Truscott, Byron J and Nelson, David J and Lujan, Cristina and Slawin, Alexandra MZ and Nolan, Steven},
  issn         = {0947-6539},
  journal      = {CHEMISTRY-A EUROPEAN JOURNAL},
  keywords     = {bond activation,density functional calculations,iridium,N-heterocyclic carbene,synthetic methods,N-HETEROCYCLIC CARBENE,C-H ACTIVATION,STEREOSELECTIVE OXIDATIVE ADDITION,RUTHENIUM COMPLEXES BEARING,OLEFIN-METATHESIS CATALYSTS,TRANSITION-METAL-COMPLEXES,NOBEL LECTURE,SILOXIDE COMPLEXES,AMIDO COMPLEXES,STRUCTURAL-CHARACTERIZATION},
  language     = {eng},
  number       = {24},
  pages        = {7904--7916},
  title        = {Iridium(I) hydroxides : powerful synthons for bond activation},
  url          = {http://dx.doi.org/10.1002/chem.201300669},
  volume       = {19},
  year         = {2013},
}

Altmetric
View in Altmetric
Web of Science
Times cited: