Diaroyl-S,N-ketene Acetals: Red-Shifted Solid-State and Aggregation-Induced Emitters from a One-Pot Synthesis.

Autor: Biesen L; Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, 40225, Düsseldorf, Germany., Hartmann Y; Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, 40225, Düsseldorf, Germany., Müller TJJ; Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, 40225, Düsseldorf, Germany.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2023 Oct 23; Vol. 29 (59), pp. e202301908. Date of Electronic Publication: 2023 Sep 14.
DOI: 10.1002/chem.202301908
Abstrakt: Symmetric and unsymmetric diaroyl-S,N-ketene acetals can be readily accessed in consecutive syntheses in good to excellent yields by exploiting the inherent nucleophilic character of the methine position. Different aroyl-S,N-ketene acetals as well as acid chlorides yield a library of 19 diaroyl compounds with substitution and linker pattern-tunable emission properties, leading to a significant red-shift of emission in the solid and aggregated state, which was thoroughly investigated. Additionally, the stability of the luminescent aggregates is highly increased. In a follow-up one-pot procedure, pyrazolo-S,N-ketene acetals can easily be accessed employing a nucleophilic cyclocondensation.
(© 2023 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.)
Databáze: MEDLINE
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