Jousselin-Oba Tanguy, Sbargoud Kamal, Vaccaro Gianfranco, Meinardi Francesco, Yassar Abderrahim, Frigoli Michel
UMR CNRS 8180, Institut Lavoisier de Versailles, UVSQ, Université Paris-Saclay, 45 avenue des États-Unis Bâtiment Lavoisier, 78035 Versailles Cedex, France.
Dipartimento di Scienza dei Materiali, Università degli Studi di Milano Bicocca, via R. Cozzi 55, I-20125, Milano, Italy.
Chemistry. 2017 Nov 16;23(64):16184-16188. doi: 10.1002/chem.201704116. Epub 2017 Oct 24.
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 %.
通过分子内傅克酰基化反应,以三氟甲磺酸作为质子源,芘环可以从2,2'-(芘-1,6-二基)二苯甲酸二甲酯衍生物高效且区域选择性地进行扩展。在室温下可以高产率得到萘并四苯醌衍生物,而加热时则可制备双四苯二酮。两种产物在可见光范围内均表现出有趣的荧光特性,量子产率在50%至60%之间变化。