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Reversible Photomodulation of Electronic Communication in a π‐Conjugated Photoswitch‐Fluorophore Molecular Dyad
Author(s) -
Moreno Javier,
Schweighöfer Felix,
Wachtveitl Josef,
Hecht Stefan
Publication year - 2016
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.201503419
Subject(s) - photoswitch , fluorophore , photochemistry , diarylethene , bodipy , sonogashira coupling , fluorescence , conjugated system , chemistry , chromophore , molecular switch , photochromism , molecule , physics , organic chemistry , optics , palladium , polymer , catalysis
The extent of electronic coupling between a boron dipyrromethene (BODIPY) fluorophore and a diarylethene (DAE) photoswitch has been modulated in a covalently linked molecular dyad by irradiation with either UV or visible light. In the open isomer, both moieties can be regarded as individual chromophores, while in the closed form the lowest electronic (S 0 →S 1 ) transition of the dyad is slightly shifted, enabling photomodulation of its fluorescence. Transient spectroscopy confirms that the dyad behaves dramatically different in the two switching states: while in the open isomer it resembles an undisturbed BODIPY fluorophore, in the closed isomer no fluorescence occurs and instead a red‐shifted DAE behavior prevails.