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Synthesis and Spectral Properties of Aggregation-Induced Emission-Active Push–Pull Chromophores Based On Isoindole Scaffolds
Organic Letters  (IF6.072),  Pub Date : 2022-06-22, DOI: 10.1021/acs.orglett.2c01659
Changjiang Yu, Xingbao Fang, Qinghua Wu, Xing Guo, Na Chen, Chao Cheng, Erhong Hao, Lijuan Jiao

A new class of tailor-made push–pull isoindole fluorophores has been synthesized through the combination of Suzuki coupling and Knoevenagel reactions. The efficient synthetic strategy rendered the isoindole scaffold as the π-bridge and the isolation spacer and provided dyes bearing various types of electron donors and electron acceptors for manipulating their energy gaps and tuning their absorptions and emissions. Most of the N-alkylated isoindole dyes showed aggregation-induced emission behaviors suitable for bioimaging and nice solid-state emission with maxima up to 851 nm.