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Ruthenium indenylidene complexes bearing N-alkyl/N-mesityl-substituted N-heterocyclic carbene ligands

(2015) DALTON TRANSACTIONS. 44(26). p.11835-11842
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Abstract
We report on the synthesis and characterization of second generation ruthenium indenylidene catalysts bearing unsymmetrical N-heterocyclic carbene (NHC) ligands denoted as RuCl2(3-phenyl-1-indenylidene)(1-mesityl-3-R-4,5-dihydroimidazol-2-ylidene)(PCy3), in which R is methyl 8a, octyl 8b or cyclohexyl 8c. The characterization of 8a-c was performed by NMR spectroscopy, elemental analysis, IR, HRMS and single-crystal X-ray diffraction analysis. In addition, the catalytic activity of the obtained initiators was evaluated in various representative metathesis reactions. The results reveal that the complexes 8a-c, bearing an N-alkyl side on the NHC, show a faster catalytic initiation than the reference complex 2. Complex 8a, which performs the best among the investigated indenylidene complexes, exhibits slower initiation but better overall efficiency than its benzylidene analogue 1c, especially in a low catalyst loading.
Keywords
RING-CLOSING METATHESIS, OLEFIN METATHESIS CATALYSTS, FACE DONOR PROPERTIES, GRUBBS CATALYSTS, CROSS-METATHESIS, IMIDAZOLIN-2-YLIDENE LIGANDS, ALLENYLIDENE COMPLEXES, NHC LIGANDS, SELECTIVITY, SYSTEM

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Citation

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MLA
Yu, Baoyi, et al. “Ruthenium Indenylidene Complexes Bearing N-Alkyl/N-Mesityl-Substituted N-Heterocyclic Carbene Ligands.” DALTON TRANSACTIONS, vol. 44, no. 26, 2015, pp. 11835–42.
APA
Yu, B., Hamad, F. B., Sels, B., Van Hecke, K., & Verpoort, F. (2015). Ruthenium indenylidene complexes bearing N-alkyl/N-mesityl-substituted N-heterocyclic carbene ligands. DALTON TRANSACTIONS, 44(26), 11835–11842.
Chicago author-date
Yu, Baoyi, Fatma B Hamad, Bert Sels, Kristof Van Hecke, and Francis Verpoort. 2015. “Ruthenium Indenylidene Complexes Bearing N-Alkyl/N-Mesityl-Substituted N-Heterocyclic Carbene Ligands.” DALTON TRANSACTIONS 44 (26): 11835–42.
Chicago author-date (all authors)
Yu, Baoyi, Fatma B Hamad, Bert Sels, Kristof Van Hecke, and Francis Verpoort. 2015. “Ruthenium Indenylidene Complexes Bearing N-Alkyl/N-Mesityl-Substituted N-Heterocyclic Carbene Ligands.” DALTON TRANSACTIONS 44 (26): 11835–11842.
Vancouver
1.
Yu B, Hamad FB, Sels B, Van Hecke K, Verpoort F. Ruthenium indenylidene complexes bearing N-alkyl/N-mesityl-substituted N-heterocyclic carbene ligands. DALTON TRANSACTIONS. 2015;44(26):11835–42.
IEEE
[1]
B. Yu, F. B. Hamad, B. Sels, K. Van Hecke, and F. Verpoort, “Ruthenium indenylidene complexes bearing N-alkyl/N-mesityl-substituted N-heterocyclic carbene ligands,” DALTON TRANSACTIONS, vol. 44, no. 26, pp. 11835–11842, 2015.
@article{6884625,
  abstract     = {We report on the synthesis and characterization of second generation ruthenium indenylidene catalysts bearing unsymmetrical N-heterocyclic carbene (NHC) ligands denoted as RuCl2(3-phenyl-1-indenylidene)(1-mesityl-3-R-4,5-dihydroimidazol-2-ylidene)(PCy3), in which R is methyl 8a, octyl 8b or cyclohexyl 8c. The characterization of 8a-c was performed by NMR spectroscopy, elemental analysis, IR, HRMS and single-crystal X-ray diffraction analysis. In addition, the catalytic activity of the obtained initiators was evaluated in various representative metathesis reactions. The results reveal that the complexes 8a-c, bearing an N-alkyl side on the NHC, show a faster catalytic initiation than the reference complex 2. Complex 8a, which performs the best among the investigated indenylidene complexes, exhibits slower initiation but better overall efficiency than its benzylidene analogue 1c, especially in a low catalyst loading.},
  author       = {Yu, Baoyi and Hamad, Fatma B and Sels, Bert and Van Hecke, Kristof and Verpoort, Francis},
  issn         = {1477-9226},
  journal      = {DALTON TRANSACTIONS},
  keywords     = {RING-CLOSING METATHESIS,OLEFIN METATHESIS CATALYSTS,FACE DONOR PROPERTIES,GRUBBS CATALYSTS,CROSS-METATHESIS,IMIDAZOLIN-2-YLIDENE LIGANDS,ALLENYLIDENE COMPLEXES,NHC LIGANDS,SELECTIVITY,SYSTEM},
  language     = {eng},
  number       = {26},
  pages        = {11835--11842},
  title        = {Ruthenium indenylidene complexes bearing N-alkyl/N-mesityl-substituted N-heterocyclic carbene ligands},
  url          = {http://dx.doi.org/10.1039/c5dt00967g},
  volume       = {44},
  year         = {2015},
}

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