
Well-defined [Rh(NHC)(OH)] complexes enabling the conjugate addition of arylboronic acids to α,β-unsaturated ketones
- Author
- Byron J Truscott, George C Fortman, Alexandra MZ Slawin and Steven Nolan (UGent)
- Organization
- Abstract
- The synthesis and catalytic activity of three well-defined monomeric rhodium(I) hydroxide complexes bearing N-heterocyclic carbene (NHC) ligands are reported. [Rh(cod)(ICy)(OH)] promoted the 1,4-addition of arylboronic acids to cyclic enones, with TONs and TOFs of 100,000 and 6,600 h(-1), respectively, at 0.001 mol% catalyst loadings. Mechanistic studies permitted the isolation of a phenylrhodium intermediate.
- Keywords
- CATALYZED ASYMMETRIC 1, 4-ADDITION, CROSS-COUPLING REACTION, CHIRAL DIENE LIGANDS, CARBONYL-COMPOUNDS, 7, 7'-DISUBSTITUTED BINAPS, PHENYLBORONIC ACID, ROOM-TEMPERATURE, RHODIUM CATALYST, HIGH-PERFORMANCE, ENONES
Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-8169187
- MLA
- Truscott, Byron J., et al. “Well-Defined [Rh(NHC)(OH)] Complexes Enabling the Conjugate Addition of Arylboronic Acids to α,β-Unsaturated Ketones.” ORGANIC & BIOMOLECULAR CHEMISTRY, vol. 9, no. 20, 2011, pp. 7038–41.
- APA
- Truscott, B. J., Fortman, G. C., Slawin, A. M., & Nolan, S. (2011). Well-defined [Rh(NHC)(OH)] complexes enabling the conjugate addition of arylboronic acids to α,β-unsaturated ketones. ORGANIC & BIOMOLECULAR CHEMISTRY, 9(20), 7038–7041.
- Chicago author-date
- Truscott, Byron J, George C Fortman, Alexandra MZ Slawin, and Steven Nolan. 2011. “Well-Defined [Rh(NHC)(OH)] Complexes Enabling the Conjugate Addition of Arylboronic Acids to α,β-Unsaturated Ketones.” ORGANIC & BIOMOLECULAR CHEMISTRY 9 (20): 7038–41.
- Chicago author-date (all authors)
- Truscott, Byron J, George C Fortman, Alexandra MZ Slawin, and Steven Nolan. 2011. “Well-Defined [Rh(NHC)(OH)] Complexes Enabling the Conjugate Addition of Arylboronic Acids to α,β-Unsaturated Ketones.” ORGANIC & BIOMOLECULAR CHEMISTRY 9 (20): 7038–7041.
- Vancouver
- 1.Truscott BJ, Fortman GC, Slawin AM, Nolan S. Well-defined [Rh(NHC)(OH)] complexes enabling the conjugate addition of arylboronic acids to α,β-unsaturated ketones. ORGANIC & BIOMOLECULAR CHEMISTRY. 2011;9(20):7038–41.
- IEEE
- [1]B. J. Truscott, G. C. Fortman, A. M. Slawin, and S. Nolan, “Well-defined [Rh(NHC)(OH)] complexes enabling the conjugate addition of arylboronic acids to α,β-unsaturated ketones,” ORGANIC & BIOMOLECULAR CHEMISTRY, vol. 9, no. 20, pp. 7038–7041, 2011.
@article{8169187, abstract = {The synthesis and catalytic activity of three well-defined monomeric rhodium(I) hydroxide complexes bearing N-heterocyclic carbene (NHC) ligands are reported. [Rh(cod)(ICy)(OH)] promoted the 1,4-addition of arylboronic acids to cyclic enones, with TONs and TOFs of 100,000 and 6,600 h(-1), respectively, at 0.001 mol% catalyst loadings. Mechanistic studies permitted the isolation of a phenylrhodium intermediate.}, author = {Truscott, Byron J and Fortman, George C and Slawin, Alexandra MZ and Nolan, Steven}, issn = {1477-0520}, journal = {ORGANIC & BIOMOLECULAR CHEMISTRY}, keywords = {CATALYZED ASYMMETRIC 1,4-ADDITION,CROSS-COUPLING REACTION,CHIRAL DIENE LIGANDS,CARBONYL-COMPOUNDS,7,7'-DISUBSTITUTED BINAPS,PHENYLBORONIC ACID,ROOM-TEMPERATURE,RHODIUM CATALYST,HIGH-PERFORMANCE,ENONES}, language = {eng}, number = {20}, pages = {7038--7041}, title = {Well-defined [Rh(NHC)(OH)] complexes enabling the conjugate addition of arylboronic acids to α,β-unsaturated ketones}, url = {http://dx.doi.org/10.1039/c1ob06112g}, volume = {9}, year = {2011}, }
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