Organometallics, volume 27, issue 4, pages 563-566
Kinetic Selectivity of Olefin Metathesis Catalysts Bearing Cyclic (Alkyl)(Amino)Carbenes
Donde R Anderson
1
,
Thay Ung
1
,
Garik Mkrtumyan
1
,
Gilles Bertrand
1
,
Robert K. Grubbs
1
,
Yann Schrodi
1
Publication type: Journal Article
Publication date: 2008-01-12
Journal:
Organometallics
Quartile SCImago
Q1
Quartile WOS
Q2
SJR: 0.654
CiteScore: 5.6
Impact factor: 2.5
ISSN: 02767333, 15206041
PubMed ID:
18584055
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
The evaluation of ruthenium olefin metathesis catalysts 4-6 bearing cyclic (alkyl)(amino)carbenes (CAACs) in the cross-metathesis of cis-1,4-diacetoxy-2-butene (7) with allylbenzene (8) and the ethenolysis of methyl oleate (11) is reported. Relative to most NHC-substituted complexes, CAAC-substituted catalysts exhibit lower E/Z ratios (3:1 at 70% conversion) in the cross-metathesis of 7 and 8. Additionally, complexes 4-6 demonstrate good selectivity for the formation of terminal olefins versus internal olefins in the ethenolysis of 11. Indeed, complex 6 achieved 35 000 TONs, the highest recorded to date. CAAC-substituted complexes exhibit markedly different kinetic selectivity than most NHC-substituted complexes.
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Anderson D. R. et al. Kinetic Selectivity of Olefin Metathesis Catalysts Bearing Cyclic (Alkyl)(Amino)Carbenes // Organometallics. 2008. Vol. 27. No. 4. pp. 563-566.
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Anderson D. R., Ung T., Mkrtumyan G., Bertrand G., Grubbs R. K., Schrodi Y. Kinetic Selectivity of Olefin Metathesis Catalysts Bearing Cyclic (Alkyl)(Amino)Carbenes // Organometallics. 2008. Vol. 27. No. 4. pp. 563-566.
Cite this
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TY - JOUR
DO - 10.1021/om7008028
UR - https://doi.org/10.1021/om7008028
TI - Kinetic Selectivity of Olefin Metathesis Catalysts Bearing Cyclic (Alkyl)(Amino)Carbenes
T2 - Organometallics
AU - Anderson, Donde R
AU - Ung, Thay
AU - Mkrtumyan, Garik
AU - Bertrand, Gilles
AU - Grubbs, Robert K.
AU - Schrodi, Yann
PY - 2008
DA - 2008/01/12
PB - American Chemical Society (ACS)
SP - 563-566
IS - 4
VL - 27
PMID - 18584055
SN - 0276-7333
SN - 1520-6041
ER -
Cite this
BibTex
Copy
@article{2008_Anderson,
author = {Donde R Anderson and Thay Ung and Garik Mkrtumyan and Gilles Bertrand and Robert K. Grubbs and Yann Schrodi},
title = {Kinetic Selectivity of Olefin Metathesis Catalysts Bearing Cyclic (Alkyl)(Amino)Carbenes},
journal = {Organometallics},
year = {2008},
volume = {27},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/om7008028},
number = {4},
pages = {563--566},
doi = {10.1021/om7008028}
}
Cite this
MLA
Copy
Anderson, Donde R., et al. “Kinetic Selectivity of Olefin Metathesis Catalysts Bearing Cyclic (Alkyl)(Amino)Carbenes.” Organometallics, vol. 27, no. 4, Jan. 2008, pp. 563-566. https://doi.org/10.1021/om7008028.