A new photo-switchable “on-off” host-guest system

A new photo-switchable “on-off” host-guest system comprising cucurbit[7]uril (CB[7]) and a photoresponsive cinnamamide derivative ( trans -(3-phenyl-acryloylamino)-acetic acid, E-1 ) is studied. The cinnamamide derivative and CB[7] forms a stable 1:1 host-guest complex (CB[7]- E-1 ) with a high bind...

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Veröffentlicht in:Photochemical & photobiological sciences 2011-09, Vol.10 (9), p.1415-1419
Hauptverfasser: Kim, Youngkook, Ko, Young Ho, Jung, Minseon, Selvapalam, Narayanan, Kim, Kimoon
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Sprache:eng
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Zusammenfassung:A new photo-switchable “on-off” host-guest system comprising cucurbit[7]uril (CB[7]) and a photoresponsive cinnamamide derivative ( trans -(3-phenyl-acryloylamino)-acetic acid, E-1 ) is studied. The cinnamamide derivative and CB[7] forms a stable 1:1 host-guest complex (CB[7]- E-1 ) with a high binding constant ( K = 2.1 × 104 M -1 ). Irradiation of UV light (300 nm) to an aqueous solution of CB[7]- E-1 induces the E - to Z -conformational change of the cinnamamide derivative, which then leads to the dissociation of the complex as evidenced by UV-visible and 1 H-NMR spectroscopy. The reverse process, photo-induced host-guest complex formation between CB[7] and Z-1 is achieved by irradiation of UV light at 254 nm. The photo-switchable “on-off” host-guest system shows high reversibility and switching efficiency, which makes it potentially useful in designing photoresponsive gating systems
ISSN:1474-905X
1474-9092
DOI:10.1039/c1pp05055a