Organometallics, volume 25, issue 15, pages 3599-3604
Structure and Activity Peculiarities of Ruthenium Quinoline and Quinoxaline Complexes: Novel Metathesis Catalysts
1
Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
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Publication type: Journal Article
Publication date: 2006-06-17
Journal:
Organometallics
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor: 2.8
ISSN: 02767333, 15206041
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Novel metathesis catalysts that are derivatives of 8-vinylquinoline, (H2IMes)(Cl)2Ru(CH-κ2(C,N)-8-C9H6N) (1a; H2IMes = 1,3-dimesityl-4,5-dihydroimidzol-2-ylidene), and 5-vinylquinoxaline, (H2IMes)(Cl)2Ru(CH-κ2(C,N)-5-C8H5N2) (2a), which possess five-membered chelate rings, were synthesized in ligand exchange reactions with (H2IMes)(PCy3)(Cl)2RuCHPh. Both 1a and 2a are formed as complexes with the trans-dichloro geometry common for Grubbs-type complexes, while on prolonged storage in dichloromethane they isomerize to the thermodynamically favored cis-dichloro isomers (1b and 2b, respectively). The structures of compounds 1a,b were confirmed by X-ray analysis. The kinetics of trans to cis isomerization were measured by 1H NMR to give the rate constants k1a→1b = 3.2 × 10-2 h-1 and k2a→2b = 5.5 × 10-3 h-1 in dichloromethane-d2 at 23 °C. Investigations of the relative activities of these catalysts in model RCM and enyne reactions showed that catalyst 1a was faster than 1b (and 2a faster than 2b) but that 2a wa...
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Barbasiewicz M. et al. Structure and Activity Peculiarities of Ruthenium Quinoline and Quinoxaline Complexes: Novel Metathesis Catalysts // Organometallics. 2006. Vol. 25. No. 15. pp. 3599-3604.
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Barbasiewicz M., Szadkowska A., Bujok R., Grela K. Structure and Activity Peculiarities of Ruthenium Quinoline and Quinoxaline Complexes: Novel Metathesis Catalysts // Organometallics. 2006. Vol. 25. No. 15. pp. 3599-3604.
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TY - JOUR
DO - 10.1021/om060091u
UR - https://doi.org/10.1021/om060091u
TI - Structure and Activity Peculiarities of Ruthenium Quinoline and Quinoxaline Complexes: Novel Metathesis Catalysts
T2 - Organometallics
AU - Szadkowska, Anna
AU - Barbasiewicz, Michał
AU - Bujok, Robert
AU - Grela, Karol
PY - 2006
DA - 2006/06/17 00:00:00
PB - American Chemical Society (ACS)
SP - 3599-3604
IS - 15
VL - 25
SN - 0276-7333
SN - 1520-6041
ER -
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@article{2006_Barbasiewicz,
author = {Anna Szadkowska and Michał Barbasiewicz and Robert Bujok and Karol Grela},
title = {Structure and Activity Peculiarities of Ruthenium Quinoline and Quinoxaline Complexes: Novel Metathesis Catalysts},
journal = {Organometallics},
year = {2006},
volume = {25},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/om060091u},
number = {15},
pages = {3599--3604},
doi = {10.1021/om060091u}
}
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Barbasiewicz, Michał, et al. “Structure and Activity Peculiarities of Ruthenium Quinoline and Quinoxaline Complexes: Novel Metathesis Catalysts.” Organometallics, vol. 25, no. 15, Jun. 2006, pp. 3599-3604. https://doi.org/10.1021/om060091u.