A redox-switchable ring-closing metathesis catalyst

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Title
A redox-switchable ring-closing metathesis catalyst
Author(s)
Dominika N. Lastovickova; Aaron J. Teator; Huiling Shao; Peng Liu; Christopher W. Bielawski
Publication Date
2017-09
Journal
INORGANIC CHEMISTRY FRONTIERS, v.4, no.9, pp.1525 - 1532
Publisher
ROYAL SOC CHEMISTRY
Abstract
A Ru(II) complex ligated to a quinone-annulated N-heterocyclic carbene (NHC) was synthesized as a redox-active analogue of the Hoveyda-Grubbs II generation catalyst. The complex exhibited a single reversible reduction with a E-1/2 of -0.63 V (vs. SCE), and was successfully reduced and then oxidized with high fidelity using chemical reagents. While the catalyst facilitated a range of ring-closing metathesis (RCM) reactions in its neutral state, its activity was inhibited upon the introduction of a suitable reducing reagent. A series of density functional theory calculations revealed that the differences in catalytic activity may be attributed to the stronger donating ability of the reduced NHC ligand which stabilized a ruthenacyclobutane intermediate and thus suppressed the rate-determining retro-[2 + 2] cycloaddition step of the underlying RCM mechanism. © the Partner Organisations 2017
URI
https://pr.ibs.re.kr/handle/8788114/4267
ISSN
2052-1553
Appears in Collections:
Center for Multidimensional Carbon Materials(다차원 탄소재료 연구단) > Journal Papers (저널논문)
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