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

  • 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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Author details:Marek K. Weclawski, Till Thomas MeilingORCiDGND, Arkadiusz Leniak, Piotr J. Cywinski, Daniel T. Gryko
DOI:https://doi.org/10.1021/acs.orglett.5b02042
ISSN:1523-7060
ISSN:1523-7052
Pubmed ID:https://pubmed.ncbi.nlm.nih.gov/26313364
Title of parent work (English):Organic letters
Publisher:American Chemical Society
Place of publishing:Washington
Publication type:Article
Language:English
Year of first publication:2015
Publication year:2015
Release date:2017/03/27
Volume:17
Issue:17
Number of pages:4
First page:4252
Last Page:4255
Funding institution:Polish Ministry of Science and Higher Education [DI2012000742]; Polish National Science Centre [MAESTRO-2012/06/A/ST5/00216]
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer review:Referiert
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