Synthesis and characterization of a planar chiral and chiral-at-metal ruthenium N-heterocyclic carbene complex |
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Authors: | Jack W. Faller Philip P. Fontaine |
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Affiliation: | Yale University, P.O. Box 208107, New Haven, CT 06520-8107, USA |
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Abstract: | This report describes the conversion of the neutral planar chiral arene-tethered complex [Ru(η6:η1-Me2NC6H4C6H4PCy2)Cl2 (1), into [Ru(η6: η1-Me2NC6H4C6H4PCy2)(1,3-dibutylimidazol-2-ylidene)Cl]BF4 (2) via silver transmetallation. The cationic title complex is also chiral-at-metal, and forms stereoselectively as a result of the directing effect of the arene-tethered ligand. The structure in solution and in the solid state was examined; a puckered distortion of the η6-arene was noted in the crystal structure, along with a hindered rotation of the NHC in solution. As a comparison to the previously reported phosphine analogues, the dication derived from 2 was used to catalyze the asymmetric Diels-Alder reaction of methacrolein and cyclopentadiene. |
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Keywords: | Metal-centered chirality Catalysis Carbene Ring slip Tether Fluxional |
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