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Issue 39, 2016
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Direct alkylthio-functionalization of unsubstituted perylenediimides

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Abstract

Herein, we report a simple fluoride-mediated reaction for the direct mono- and dialkylthio-functionalization of unsubstituted perylenediimides (PDIs) under very mild conditions. The aromatic substitution reaction offers the possibility to introduce primary, secondary and, even, tertiary alkanethiols either on the 1- or on the 1,6-bay positions of unsubstituted PDIs. 1,6-DialkylthioPDIs show that absorption and fluorescence spectra shifted to the red when compared with the unsubstituted PDI, with Stokes shifts around 70–80 nm.

Graphical abstract: Direct alkylthio-functionalization of unsubstituted perylenediimides

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Publication details

The article was received on 18 Jul 2016, accepted on 02 Sep 2016 and first published on 16 Sep 2016


Article type: Paper
DOI: 10.1039/C6OB01536K
Citation: Org. Biomol. Chem., 2016,14, 9375-9383
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    Direct alkylthio-functionalization of unsubstituted perylenediimides

    N. Zink-Lorre, E. Font-Sanchis, Á. Sastre-Santos and F. Fernández-Lázaro, Org. Biomol. Chem., 2016, 14, 9375
    DOI: 10.1039/C6OB01536K

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