The selective mono-nitration of benzothioxanthane (BTXI) is demonstrated herein. This leap opens doors to a wide range of chemical reactions since the nitro compound was successfully reduced to a primary amine that was, in turn, converted into an azide. Beyond this chemical achievement, this new series of functionalized BTXI was fully characterized, including from a photophysical point of view, expanding the scope of this promising rylene to build a new electroactive π-conjugated platform for electronic organic purposes.
|Number of pages
|New Journal of Chemistry
|Published - 2020
Bibliographical noteFunding Information:
(Projet étoile montante SAMOA). Benjamin Siegler is thanked for his help with structure solving by NMR experiments. LAG thanks Agence Nationale de la Recherche (SADAM ANR-16-CE07-0015-02) for her grant. S. L. and C. R. acknowledge the Office of Naval Research Young Investigator Program (award no. N00014-18-1-2448) for their support in this project. Supercomputing resources on the Lipscomb High Performance Computing Cluster were provided by the University of Kentucky Information Technology Department and the Center for Computational Sciences (CCS).
The authors thank the MATRIX SFR of the University of Angers. J. M. A. C. and P. S. M. acknowledge the European Union’s Horizon 2020 research and innovation program under Marie Sklodowska Curie Grant agreement No. 722651 (SEPOMO). The Région Pays de la Loire is acknowledged for the grant of C. D.
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ASJC Scopus subject areas
- Chemistry (all)
- Materials Chemistry