Ruthenium–indenylidene complexes bearing saturated N-heterocyclic carbenes : synthesis and application in ring-closing metathesis reactions
- Author
- Stijn Monsaert (UGent) , Els De Canck (UGent) , Renata Drozdzak, Pascal Van Der Voort (UGent) , Pieter Hendrickx (UGent) , José Martins (UGent) and Francis Verpoort (UGent)
- Organization
- Abstract
- The synthesis of complexes of the general formula Cl2Ru(SIMes)(L)(3-phenylinden-1-ylidene), 3a (L = PCy3), 3b (L = PPh3), 3c (L = py) and Cl2Ru(SIMe)(L)(3-phenylinden-1-ylidene), 4c (L = PCy3), 4b (L = PPh3), 4c (L = py) from commercially available Cl2Ru(PR3)(2)(3-phenylinden-1-ylidene), 2a (R = Cy), 2b (R = Ph), is reported, and the summed complexes proved to be useful catalysts for various ring-closing metathesis reactions. The catalytic data reported furthermore demonstrate that the substitution pattern of the N-aryl group has a definite influence on the activity of the second generation indenylidene catalysts for a given metathesis reaction, i.e. catalysts containing the SIMe-ligand showed improved initiation compared to the more robust SIMes substituted catalysts. A strong temperature effect was observed on all of the reactions tested. It is shown that complexes containing the SIMe-ligand display higher initiation efficiency then their corresponding SIMes analogues.
- Keywords
- Pyridine ligand, Indenylidene complexes, N-Heterocyclic carbenes, Ring-closing metathesis, Metathesis catalysts, Diethyl diallylmalonate
Downloads
-
(...).pdf
- full text
- |
- UGent only
- |
- |
- 308.49 KB
Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-784804
- MLA
- Monsaert, Stijn, et al. “Ruthenium–Indenylidene Complexes Bearing Saturated N-Heterocyclic Carbenes : Synthesis and Application in Ring-Closing Metathesis Reactions.” NATO Science for Peace and Security, Series A : Chemistry and Biology, edited by Valerian Dragutan et al., Springer, 2010, pp. 31–38, doi:10.1007/978-90-481-3433-5_3.
- APA
- Monsaert, S., De Canck, E., Drozdzak, R., Van Der Voort, P., Hendrickx, P., Martins, J., & Verpoort, F. (2010). Ruthenium–indenylidene complexes bearing saturated N-heterocyclic carbenes : synthesis and application in ring-closing metathesis reactions. In V. Dragutan, A. Demonceau, I. Dragutan, & E. S. Finkelshtein (Eds.), NATO Science for Peace and Security, series A : chemistry and biology (pp. 31–38). https://doi.org/10.1007/978-90-481-3433-5_3
- Chicago author-date
- Monsaert, Stijn, Els De Canck, Renata Drozdzak, Pascal Van Der Voort, Pieter Hendrickx, José Martins, and Francis Verpoort. 2010. “Ruthenium–Indenylidene Complexes Bearing Saturated N-Heterocyclic Carbenes : Synthesis and Application in Ring-Closing Metathesis Reactions.” In NATO Science for Peace and Security, Series A : Chemistry and Biology, edited by Valerian Dragutan, Albert Demonceau, Ileana Dragutan, and Eugene S Finkelshtein, 31–38. Dordrecht, The Netherlands: Springer. https://doi.org/10.1007/978-90-481-3433-5_3.
- Chicago author-date (all authors)
- Monsaert, Stijn, Els De Canck, Renata Drozdzak, Pascal Van Der Voort, Pieter Hendrickx, José Martins, and Francis Verpoort. 2010. “Ruthenium–Indenylidene Complexes Bearing Saturated N-Heterocyclic Carbenes : Synthesis and Application in Ring-Closing Metathesis Reactions.” In NATO Science for Peace and Security, Series A : Chemistry and Biology, ed by. Valerian Dragutan, Albert Demonceau, Ileana Dragutan, and Eugene S Finkelshtein, 31–38. Dordrecht, The Netherlands: Springer. doi:10.1007/978-90-481-3433-5_3.
- Vancouver
- 1.Monsaert S, De Canck E, Drozdzak R, Van Der Voort P, Hendrickx P, Martins J, et al. Ruthenium–indenylidene complexes bearing saturated N-heterocyclic carbenes : synthesis and application in ring-closing metathesis reactions. In: Dragutan V, Demonceau A, Dragutan I, Finkelshtein ES, editors. NATO Science for Peace and Security, series A : chemistry and biology. Dordrecht, The Netherlands: Springer; 2010. p. 31–8.
- IEEE
- [1]S. Monsaert et al., “Ruthenium–indenylidene complexes bearing saturated N-heterocyclic carbenes : synthesis and application in ring-closing metathesis reactions,” in NATO Science for Peace and Security, series A : chemistry and biology, Bucharest, Romania, 2010, pp. 31–38.
@inproceedings{784804,
abstract = {{The synthesis of complexes of the general formula Cl2Ru(SIMes)(L)(3-phenylinden-1-ylidene), 3a (L = PCy3), 3b (L = PPh3), 3c (L = py) and Cl2Ru(SIMe)(L)(3-phenylinden-1-ylidene), 4c (L = PCy3), 4b (L = PPh3), 4c (L = py) from commercially available Cl2Ru(PR3)(2)(3-phenylinden-1-ylidene), 2a (R = Cy), 2b (R = Ph), is reported, and the summed complexes proved to be useful catalysts for various ring-closing metathesis reactions. The catalytic data reported furthermore demonstrate that the substitution pattern of the N-aryl group has a definite influence on the activity of the second generation indenylidene catalysts for a given metathesis reaction, i.e. catalysts containing the SIMe-ligand showed improved initiation compared to the more robust SIMes substituted catalysts. A strong temperature effect was observed on all of the reactions tested. It is shown that complexes containing the SIMe-ligand display higher initiation efficiency then their corresponding SIMes analogues.}},
author = {{Monsaert, Stijn and De Canck, Els and Drozdzak, Renata and Van Der Voort, Pascal and Hendrickx, Pieter and Martins, José and Verpoort, Francis}},
booktitle = {{NATO Science for Peace and Security, series A : chemistry and biology}},
editor = {{Dragutan, Valerian and Demonceau, Albert and Dragutan, Ileana and Finkelshtein, Eugene S}},
isbn = {{9789048134311}},
issn = {{1874-6489}},
keywords = {{Pyridine ligand,Indenylidene complexes,N-Heterocyclic carbenes,Ring-closing metathesis,Metathesis catalysts,Diethyl diallylmalonate}},
language = {{eng}},
location = {{Bucharest, Romania}},
pages = {{31--38}},
publisher = {{Springer}},
title = {{Ruthenium–indenylidene complexes bearing saturated N-heterocyclic carbenes : synthesis and application in ring-closing metathesis reactions}},
url = {{http://dx.doi.org/10.1007/978-90-481-3433-5_3}},
year = {{2010}},
}
- Altmetric
- View in Altmetric
- Web of Science
- Times cited: