Ghent University Academic Bibliography

Advanced

Ruthenium–indenylidene complexes bearing saturated N-heterocyclic carbenes: synthesis and application in ring-closing metathesis reactions

Stijn Monsaert UGent, Els De Canck UGent, Renata Drozdzak, Pascal Van Der Voort UGent, Pieter Hendrickx UGent, José Martins UGent and Francis Verpoort UGent (2010) NATO Science for Peace and Security, series A : chemistry and biology. p.31-38
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.
Please use this url to cite or link to this publication:
author
organization
year
type
conference
publication status
published
subject
keyword
Pyridine ligand, Indenylidene complexes, N-Heterocyclic carbenes, Ring-closing metathesis, Metathesis catalysts, Diethyl diallylmalonate
in
NATO Science for Peace and Security, series A : chemistry and biology
editor
Valerian Dragutan, Albert Demonceau, Ileana Dragutan and Eugene S Finkelshtein
issue title
Green metathesis chemistry : great challenges in synthesis, catalysis and nanotechnology
pages
31 - 38
publisher
Springer
place of publication
Dordrecht, The Netherlands
conference name
Conference of the NATO Advanced Study Institute on Green Metathesis Chemistry : great challenges in synthesis, catalysis and nanotechnology
conference location
Bucharest, Romania
conference start
2008-07-21
conference end
2008-08-02
Web of Science type
Proceedings Paper
Web of Science id
000280129600003
ISSN
1871-4641
ISBN
9789048134311
DOI
10.1007/978-90-481-3433-5_3
language
English
UGent publication?
yes
classification
P1
copyright statement
I have transferred the copyright for this publication to the publisher
id
784804
handle
http://hdl.handle.net/1854/LU-784804
date created
2009-11-19 11:45:31
date last changed
2011-04-11 09:23:12
@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, Jos{\'e} 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         = {1871-4641},
  keyword      = {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},
}

Chicago
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. Valerian Dragutan, Albert Demonceau, Ileana Dragutan, and Eugene S Finkelshtein, 31–38. Dordrecht, The Netherlands: Springer.
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). Presented at the Conference of the NATO Advanced Study Institute on Green Metathesis Chemistry : great challenges in synthesis, catalysis and nanotechnology, Dordrecht, The Netherlands: Springer.
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.
MLA
Monsaert, Stijn, Els De Canck, Renata Drozdzak, 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. Ed. Valerian Dragutan et al. Dordrecht, The Netherlands: Springer, 2010. 31–38. Print.