Premium
Immobilization of Styrene‐Substituted 1,3,4‐Oxadiazoles into Thermoreversible Luminescent Organogels and Their Unexpected Photocatalyzed Rearrangement
Author(s) -
Dumur Frédéric,
Contal Emmanuel,
Wantz Guillaume,
Phan Trang N. T.,
Bertin Denis,
Gigmes Didier
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201202246
Subject(s) - moiety , styrene , chemistry , copolymer , photochemistry , polymer chemistry , supramolecular chemistry , luminescence , fluorescence , absorption (acoustics) , organic chemistry , molecule , materials science , polymer , physics , optoelectronics , quantum mechanics , composite material
A series of styrene‐substituted 1,3,4‐oxadiazoles has been designed and investigated as new low‐molecular‐weight organogelators. The photophysical properties of the resulting thermoreversible organogels have been characterized by UV/Vis absorption and luminescence spectroscopies. Surprisingly, the gelation ability of the oxadiazoles depended on the presence of the styrene moiety as gelation of the investigated oxadiazoles did not take place in its absence. Gel formation was accompanied by a modification of the fluorescence of the organogelators in the supramolecular state. UV irradiation of the gels caused a rearrangement of the immobilized 1,3,4‐oxadiazoles bearing a styrene moiety by a tandem [4+2] and [3+2] cascade reaction. Structure modification and color change of the gels were also evident upon irradiation.