Abstract
The photodimerization of water-insoluble 2-naphthalene-labeled poly(ethyl glycol) (N-Pn-N) in cucurbit[8]uril (CB[8]) aqueous solution was investigated. UV-vis, fluorescence, and 1H NMR analysis reveal that CB[8] can encapsulate N-Pn-N to make a stable 1:1 inclusion complex N-Pn-N@CB[8] in aqueous solution. Irradiation of N-Pn-N in the CB[8] aqueous solution results in intramolecular photocycloaddition with remarkable selectivity and efficiency, whereas no photodimer could be detected in host-free solution.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Bridged-Ring Compounds / chemistry
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Bridged-Ring Compounds / radiation effects*
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Cyclization
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Dimerization
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Imidazoles / chemistry
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Imidazoles / radiation effects*
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Magnetic Resonance Spectroscopy / methods
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Molecular Structure
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Naphthalenes / chemistry
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Naphthalenes / radiation effects*
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Photochemistry
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Polyethylene Glycols / chemistry
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Polyethylene Glycols / radiation effects*
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Solutions / chemistry
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Solutions / radiation effects
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Spectrometry, Fluorescence
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Ultraviolet Rays*
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Water / chemistry
Substances
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Bridged-Ring Compounds
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Imidazoles
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Naphthalenes
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Solutions
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cucurbit(8)uril
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Water
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naphthalene
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Polyethylene Glycols