1. Novel Fluorophores based on Regioselective Intramolecular Friedel–Crafts Acylation of the Pyrene Ring Using Triflic Acid
- Author
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Kamal Sbargoud, Michel Frigoli, Francesco Meinardi, Abderrahim Yassar, Tanguy Jousselin-Oba, G. Vaccaro, Jousselin-Oba, T, Sbargoud, K, Vaccaro, G, Meinardi, F, Yassar, A, and Frigoli, M
- Subjects
polyaromatic hydrocarbon ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Regioselectivity ,General Chemistry ,Friedel–Crafts acylation ,010402 general chemistry ,Ring (chemistry) ,Photochemistry ,01 natural sciences ,Fluorescence ,Catalysis ,3. Good health ,0104 chemical sciences ,Acylation ,chemistry.chemical_compound ,regioselectivity ,Intramolecular force ,Polymer chemistry ,naphtho-tetracenone ,Pyrene ,Friedel–Crafts reaction ,Triflic acid ,bis-tetracene-dione - Abstract
The extension of the pyrene ring from dimethyl 2,2′-(pyrene-1,6-diyl)dibenzoate derivatives by an intramolecular Friedel–Crafts acylation can be realized in an efficient and regioselective manner using triflic acid as proton source. Naphtho-tetracenone derivatives are obtained in high yields at room temperature while Bis-tetracene-diones are prepared upon heating. Both products display interesting fluorescence properties in the visible range with quantum yields varying from 50 to 60 %.
- Published
- 2017
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