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Planar, Fluorescent Push–Pull System That Comprises Benzofuran and Iminocoumarin Moieties

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journal contribution
posted on 2015-09-04, 00:00 authored by Marek K. Węcławski, Till T. Meiling, Arkadiusz Leniak, Piotr J. Cywiński, Daniel T. Gryko
Previously unknown, vertically linked heterocycles comprised of benzofuran and iminocoumarin moieties have been synthesized directly from 1,5-dibenzoyl­oxyanthra­quinone and aryl­aceto­nitriles via double Knoevenagel condensation followed by formal HCN elimination. The structural assembly of fully conjugated, electron-rich benzofuran and electron-deficient iminocoumarin is responsible for the strongly polarized nature of these heterocycles which translates into their polarity-sensitive fluorescence.

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