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Updated: Mar 14, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Direct alkylthio-functionalization of unsubstituted perylenediimides
Nathalie Zink-Lorre1, Enrique Font-Sanchis1, Ángela Sastre-Santos1
1Área de Química Orgánica, Instituto de Bioingeniería, Universidad Miguel Hernández de Elche, Avda. de la Universidad s/n, Elche 03202, Spain. fdofdez@umh.es.
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.
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