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 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
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 |
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ISSN: | 1474-905X 1474-9092 |
DOI: | 10.1039/c1pp05055a |