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Synthesis and Photophysical Properties of Multichromophoric Carbonyl‐Bridged Triarylamines
Authors:Natalie Hammer  Dr. Richard Hildner  Dr. Milan Kivala  Prof. Dr. Jürgen Köhler  Prof. Hans‐Werner Schmidt
Affiliation:1. Chair of Organic Chemistry I, Department of Chemistry and Pharmacy, University of Erlangen‐Nürnberg, 91054 Erlangen (Germany), Fax: (+49)?9131‐85‐23429;2. Experimental Physics?IV and Bayreuther Institut für Makromolekülforschung (BIMF), University of Bayreuth, 95440 Bayreuth (Germany), Fax: (+49)?921‐55‐4002;3. Macromolecular Chemistry I, Bayreuther Institut für Makromolekülforschung (BIMF) and Bayreuther Zentrum für Kolloide und Grenzfl?chen (BZKG), University of Bayreuth, 95440 Bayreuth (Germany), Fax: (+49)?921‐55‐3206
Abstract:The synthesis and photophysical properties of two novel multichromophoric compounds is presented. Their molecular design comprises a carbonyl‐bridged triarylamine core and either naphthalimides or 4‐(5‐hexyl‐2,2′‐bithiophene)naphthalimides as second chromophore in the periphery. The lateral chromophores are attached to the core via an amide linkage and a short alkyl spacer. The synthetic approach demonstrates a straightforward functionalization strategy for carbonyl‐bridged triarylamines. Steady‐state and time‐resolved spectroscopic investigations of these compounds, in combination with three reference compounds, provide clear evidence for energy transfer in both multichromophoric compounds. The direction of the energy transfer depends on the lateral chromophore used. Furthermore, the compound bearing the lateral 4‐(bithiophene)naphthaimides is capable of forming fluorescent gels at very low concentrations in the sub‐millimolar regime whilst retaining its energy transfer properties.
Keywords:bridged triarylamines  donor–  acceptor molecules  energy transfer  fluorescent gels  multichromophoric compounds
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