Optimizing ligand structure for low-loading and fast catalysis for alkynyl-alcohol and -amine cyclization.

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ID: 42703
2019
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Abstract
A series of [Ru(Cp/Cp*)(PN)(MeCN)]PF complexes were prepared, in which the steric and electronic properties of the primary coordination sphere were varied (R = Ph, t-Bu, Bn; and Cp vs. Cp*). These complexes were catalytically active in the cyclization of alkyne substrates with an intramolecular nucleophile (amine or alcohol) to produce 5- and 6-membered heterocycles. The effect of the 1° coordination sphere structure on catalyst performance was evaluated. Steric bulk around the metal centre was a key feature to achieve rapid catalysis at low temperatures. The catalyst [Ru(Cp)(PN)(MeCN)]PF gave a turnover number that was >1 order of magnitude more active than previous catalysts in the cyclization of the benchmark substrate 2-ethynylaniline. This catalyst is tolerant of a diversity of functional groups and is competent at the formation of various substituted indoles.
Reference Key
stubbs2019optimizingdalton Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Stubbs, James M;Bridge, Benjamin J;Blacquiere, Johanna M;
Journal Dalton transactions (Cambridge, England : 2003)
Year 2019
DOI
10.1039/c9dt01870k
URL
Keywords Keywords not found

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