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Article Dans Une Revue New Journal of Chemistry Année : 2021

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

Résumé

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.

Domaines

Chimie organique
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Dates et versions

hal-03302148 , version 1 (21-09-2021)

Identifiants

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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, 2021, 45 (32), pp.14414-14424. ⟨10.1039/D1NJ02630E⟩. ⟨hal-03302148⟩
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