Abstract
Photoexcitation of dibenzalacetones (1a-d) in homogeneous media and solid state yields a mixture of products with poor conversions. Irradiation of the reactants complexed to γ-cyclodextrin predominantly affords a single dimer (syn adduct 6) despite the possibility for several monomeric and dimeric products. High selectivity in the cavitand-mediated reaction along with the structural characterization of the inclusion complex provides insight into the supramolecular interactions that drive the self-assembly of the host-guest system.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkenes / chemical synthesis
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Alkenes / chemistry*
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Bridged-Ring Compounds / chemical synthesis
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Bridged-Ring Compounds / chemistry
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Chalcones / chemical synthesis
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Chalcones / chemistry
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Cycloaddition Reaction
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Dimerization
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Imidazoles / chemical synthesis
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Imidazoles / chemistry
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Light
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Models, Molecular
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Stereoisomerism
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gamma-Cyclodextrins / chemical synthesis
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gamma-Cyclodextrins / chemistry*
Substances
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Alkenes
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Bridged-Ring Compounds
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Chalcones
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Imidazoles
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cucurbit(8)uril
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gamma-Cyclodextrins
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gamma-cyclodextrin