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Communication of Bichromophore Emission upon Aggregation – Aroyl‐ S,N ‐ketene Acetals as Multifunctional Sensor Merocyanines
Author(s) -
Biesen Lukas,
May Lars,
NirmalananthanBudau Nithiya,
Hoffmann Katrin,
ReschGenger Ute,
Müller Thomas J. J.
Publication year - 2021
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.202102052
Subject(s) - ketene , chromophore , acetal , aggregation induced emission , chemistry , fluorescence , photochemistry , energy transfer , salt (chemistry) , organic chemistry , optics , physics , molecular physics
Aroyl‐ S,N ‐ketene acetal‐based bichromophores can be readily synthesized in a consecutive three‐component synthesis in good to excellent yields by condensation of aroyl chlorides and an N ‐( p ‐bromobenzyl) 2‐methyl benzothiazolium salt followed by a Suzuki coupling, yielding a library of 31 bichromophoric fluorophores with substitution pattern‐tunable emission properties. Varying both chromophores enables different communication pathways between the chromophores, exploiting aggregation‐induced emission (AIE) and energy transfer (ET) properties, and thus, furnishing aggregation‐based fluorescence switches. Possible applications range from fluorometric analysis of alcoholic beverages to pH sensors.