4.8 Article

Synthesis and Spectral Properties of Aggregation-Induced Emission-Active Push-Pull Chromophores Based On Isoindole Scaffolds

Journal

ORGANIC LETTERS
Volume 24, Issue 25, Pages 4557-4562

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c01659

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Funding

  1. National Natural Science Foundation of China [21971004, 21871006]
  2. Anhui Provincial Natural Science Foundation [2008085QB67]

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A new class of tailor-made push-pull isoindole fluorophores has been synthesized using Suzuki coupling and Knoevenagel reactions. This synthetic strategy allows for the incorporation of various types of electron donors and acceptors, enabling the manipulation of energy gaps and tuning of absorptions and emissions. Most of the N-alkylated isoindole dyes exhibit aggregation-induced emission suitable for bioimaging and solid-state emission with peak emission up to 851 nm.
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 pi-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.

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