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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Metadaten
Author: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 (print)
ISSN:1523-7052 (online)
Pubmed Id:http://www.ncbi.nlm.nih.gov/pubmed?term=26313364
Parent Title (English):Organic letters
Publisher:American Chemical Society
Place of publication:Washington
Document Type:Article
Language:English
Year of first Publication:2015
Year of Completion:2015
Release Date:2017/03/27
Volume:17
Issue:17
Pagenumber:4
First Page:4252
Last Page:4255
Funder: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