Consequences of the electronic tuning of latent ruthenium-based olefin metathesis catalysts on their reactivity
Pazio, Aleksandra E
KAUST DepartmentChemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Permanent link to this recordhttp://hdl.handle.net/10754/575919
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AbstractTwo ruthenium olefin metathesis initiators featuring electronically modified quinoline-based chelating carbene ligands are introduced. Their reactivity in RCM and ROMP reactions was tested and the results were compared to those obtained with the parent unsubstituted compound. The studied complexes are very stable at high temperatures up to 140 °C. The placement of an electron-withdrawing functionality translates into an enhanced activity in RCM. While electronically modified precatalysts, which exist predominantly in the trans-dichloro configuration, gave mostly the RCM and a minor amount of the cycloisomerization product, the unmodified congener, which preferentially exists as its cis-dichloro isomer, shows a switched reactivity. The position of the equilibrium between the cis- and the trans-dichloro species was found to be the crucial factor governing the reactivity of the complexes.
CitationConsequences of the electronic tuning of latent ruthenium-based olefin metathesis catalysts on their reactivity 2015, 11:1458 Beilstein Journal of Organic Chemistry
- Thermally Stable, Latent Olefin Metathesis Catalysts.
- Authors: Thomas RM, Fedorov A, Keitz BK, Grubbs RH
- Issue date: 2011 Dec 26
- Chelating ruthenium phenolate complexes: synthesis, general catalytic activity, and applications in olefin metathesis polymerization.
- Authors: Kozłowska A, Dranka M, Zachara J, Pump E, Slugovc C, Skowerski K, Grela K
- Issue date: 2014 Oct 20
- Studies on electronic effects in O-, N- and S-chelated ruthenium olefin-metathesis catalysts.
- Authors: Tzur E, Szadkowska A, Ben-Asuly A, Makal A, Goldberg I, Woźniak K, Grela K, Lemcoff NG
- Issue date: 2010 Aug 2
- Predicting the cis-trans dichloro configuration of group 15-16 chelated ruthenium olefin metathesis complexes: a DFT and experimental study.
- Authors: Diesendruck CE, Tzur E, Ben-Asuly A, Goldberg I, Straub BF, Lemcoff NG
- Issue date: 2009 Nov 16
- Ruthenium olefin metathesis catalysts featuring unsymmetrical N-heterocyclic carbenes.
- Authors: Paradiso V, Bertolasi V, Costabile C, Grisi F
- Issue date: 2016 Jan 14