Asymmetrically bridged aroyl-S,N-ketene acetal-based multichromophores with aggregation-induced tunable emission |
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Authors: | Lukas Biesen Julius Krenzer Nithiya Nirmalananthan-Budau Ute Resch-Genger Thomas J J Müller |
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Institution: | Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf Germany.; Division Biophotonics, Bundesanstalt für Materialforschung und -prüfung (BAM), Department 1, Richard-Willstätter-Straße 11, D-12489 Berlin Germany |
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Abstract: | Asymmetrically bridged aroyl-S,N-ketene acetals and aroyl-S,N-ketene acetal multichromophores can be readily synthesized in consecutive three-, four-, or five-component syntheses in good to excellent yields by several successive Suzuki-couplings of aroyl-S,N-ketene acetals and bis(boronic)acid esters. Different aroyl-S,N-ketene acetals as well as linker molecules yield a library of 23 multichromophores with substitution and linker pattern-tunable emission properties. This allows control of different communication pathways between the chromophores and of aggregation-induced emission (AIE) and energy transfer (ET) properties, providing elaborate aggregation-based fluorescence switches.A library of 23 asymmetrically linked aroyl-S,N-ketene acetal solid-state emissive multichromophores accessed by one-pot multicomponent reactions exhibits AIE- and AIEE-active behavior as well as dual emission and potential energy transfer. |
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