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Synthesis and characterization of non-chelating ruthenium-indenylidene olefin metathesis catalysts derived from substituted 1,1-diphenyl-2-propyn-1-ols

(2015) NEW JOURNAL OF CHEMISTRY. 39(3). p.1858-1867
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Abstract
We report on the synthesis and characterization of the first generation of modified non-chelating indenylidene ruthenium catalysts denoted as RuCl2(4-methyl-3-(o-tolyl)-1-indenylidene)(PCy3)(2) 5a, RuCl2(3-(p-fluorophenyl)-1-indenylidene)(PCy3)(2) 5b, RuCl2(3-(2,6-xylyl)-1-indenylidene)(PCy3)(2) 5c and RuCl2(3-(1-naphthyl)-1-indenylidene)(PCy3)(2) 5d. The obtained complexes of 5a-d were characterized by means of NMR spectroscopy and elemental analysis. Moreover the structures of 5a-d were confirmed by single-crystal X-ray diffraction and compared with the standard ruthenium indenylidene complex 3 and the chelating benzylidene complex 2. Additionally, the catalytic performances of the obtained complexes 5a-d were evaluated in various metathesis reactions demonstrating that the ring-closing metathesis (RCM) and ring-opening metathesis polymerization (ROMP) reactions revealed a similar catalytic activity in comparison with the reference indenylidene catalyst 3.
Keywords
HIGHLY-ACTIVE CATALYSTS, RING-CLOSING METATHESIS, N-HETEROCYCLIC CARBENES, ENOL-ESTER SYNTHESIS, COMPLEXES BEARING, VINYLIDENE COMPLEXES, IMIDAZOLIN-2-YLIDENE LIGANDS, ALLENYLIDENE COMPLEXES, MECHANISM, REACTIVITY

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MLA
Yu, Baoyi, et al. “Synthesis and Characterization of Non-Chelating Ruthenium-Indenylidene Olefin Metathesis Catalysts Derived from Substituted 1,1-Diphenyl-2-Propyn-1-Ols.” NEW JOURNAL OF CHEMISTRY, vol. 39, no. 3, 2015, pp. 1858–67, doi:10.1039/c4nj02034k.
APA
Yu, B., Xie, Y., Hamad, F. B., Leus, K., Lyapkov, A. A., Van Hecke, K., & Verpoort, F. (2015). Synthesis and characterization of non-chelating ruthenium-indenylidene olefin metathesis catalysts derived from substituted 1,1-diphenyl-2-propyn-1-ols. NEW JOURNAL OF CHEMISTRY, 39(3), 1858–1867. https://doi.org/10.1039/c4nj02034k
Chicago author-date
Yu, Baoyi, Yu Xie, Fatma B Hamad, Karen Leus, Alex A Lyapkov, Kristof Van Hecke, and Francis Verpoort. 2015. “Synthesis and Characterization of Non-Chelating Ruthenium-Indenylidene Olefin Metathesis Catalysts Derived from Substituted 1,1-Diphenyl-2-Propyn-1-Ols.” NEW JOURNAL OF CHEMISTRY 39 (3): 1858–67. https://doi.org/10.1039/c4nj02034k.
Chicago author-date (all authors)
Yu, Baoyi, Yu Xie, Fatma B Hamad, Karen Leus, Alex A Lyapkov, Kristof Van Hecke, and Francis Verpoort. 2015. “Synthesis and Characterization of Non-Chelating Ruthenium-Indenylidene Olefin Metathesis Catalysts Derived from Substituted 1,1-Diphenyl-2-Propyn-1-Ols.” NEW JOURNAL OF CHEMISTRY 39 (3): 1858–1867. doi:10.1039/c4nj02034k.
Vancouver
1.
Yu B, Xie Y, Hamad FB, Leus K, Lyapkov AA, Van Hecke K, et al. Synthesis and characterization of non-chelating ruthenium-indenylidene olefin metathesis catalysts derived from substituted 1,1-diphenyl-2-propyn-1-ols. NEW JOURNAL OF CHEMISTRY. 2015;39(3):1858–67.
IEEE
[1]
B. Yu et al., “Synthesis and characterization of non-chelating ruthenium-indenylidene olefin metathesis catalysts derived from substituted 1,1-diphenyl-2-propyn-1-ols,” NEW JOURNAL OF CHEMISTRY, vol. 39, no. 3, pp. 1858–1867, 2015.
@article{5969450,
  abstract     = {{We report on the synthesis and characterization of the first generation of modified non-chelating indenylidene ruthenium catalysts denoted as RuCl2(4-methyl-3-(o-tolyl)-1-indenylidene)(PCy3)(2) 5a, RuCl2(3-(p-fluorophenyl)-1-indenylidene)(PCy3)(2) 5b, RuCl2(3-(2,6-xylyl)-1-indenylidene)(PCy3)(2) 5c and RuCl2(3-(1-naphthyl)-1-indenylidene)(PCy3)(2) 5d. The obtained complexes of 5a-d were characterized by means of NMR spectroscopy and elemental analysis. Moreover the structures of 5a-d were confirmed by single-crystal X-ray diffraction and compared with the standard ruthenium indenylidene complex 3 and the chelating benzylidene complex 2. Additionally, the catalytic performances of the obtained complexes 5a-d were evaluated in various metathesis reactions demonstrating that the ring-closing metathesis (RCM) and ring-opening metathesis polymerization (ROMP) reactions revealed a similar catalytic activity in comparison with the reference indenylidene catalyst 3.}},
  author       = {{Yu, Baoyi and Xie, Yu and Hamad, Fatma B and Leus, Karen and Lyapkov, Alex A and Van Hecke, Kristof and Verpoort, Francis}},
  issn         = {{1144-0546}},
  journal      = {{NEW JOURNAL OF CHEMISTRY}},
  keywords     = {{HIGHLY-ACTIVE CATALYSTS,RING-CLOSING METATHESIS,N-HETEROCYCLIC CARBENES,ENOL-ESTER SYNTHESIS,COMPLEXES BEARING,VINYLIDENE COMPLEXES,IMIDAZOLIN-2-YLIDENE LIGANDS,ALLENYLIDENE COMPLEXES,MECHANISM,REACTIVITY}},
  language     = {{eng}},
  number       = {{3}},
  pages        = {{1858--1867}},
  title        = {{Synthesis and characterization of non-chelating ruthenium-indenylidene olefin metathesis catalysts derived from substituted 1,1-diphenyl-2-propyn-1-ols}},
  url          = {{http://dx.doi.org/10.1039/c4nj02034k}},
  volume       = {{39}},
  year         = {{2015}},
}

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