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Aza-aromatic polycycles based on triphenylene and acridine or acridone: synthesis and properties

Abstract : Acridine- and acridone-based polycyclic aromatics were prepared by using as the key steps a copper-catalysed N-arylation of 2-aminobenzaldehyde, 2-aminophenones, or ethyl 2-aminobenzoate with 2-iodotriphenylene, and an acid-mediated cyclization. The regioselectivity of this intramolecular SEAr reaction was studied by performing Hückel theory calculations on the precursors. Due to their structural similarity with some MALDI-MS matrices, two acridine-based polycycles were evaluated for this purpose. Finally, in view of structure–property relationships, preliminary studies of the photophysical properties of the synthesized acridine- and acridone-based polycycles were performed.
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-03302148
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Submitted on : Tuesday, September 21, 2021 - 9:48:40 AM
Last modification on : Tuesday, January 4, 2022 - 6:37:13 AM
Long-term archiving on: : Wednesday, December 22, 2021 - 6:17:18 PM

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Salima Bouarfa, Philippe Jéhan, William Erb, Olivier Mongin, François-Hugues Porée, et al.. Aza-aromatic polycycles based on triphenylene and acridine or acridone: synthesis and properties. New Journal of Chemistry, Royal Society of Chemistry, 2021, 45 (32), pp.14414-14424. ⟨10.1039/D1NJ02630E⟩. ⟨hal-03302148⟩

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