TY - JOUR
T1 - Novel Fluorophores based on Regioselective Intramolecular Friedel–Crafts Acylation of the Pyrene Ring Using Triflic Acid
AU - Jousselin-Oba, Tanguy
AU - Sbargoud, Kamal
AU - Vaccaro, Gianfranco
AU - Meinardi, Francesco
AU - Yassar, Abderrahim
AU - Frigoli, Michel
N1 - Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
PY - 2017/11/16
Y1 - 2017/11/16
N2 - 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 %.
AB - 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 %.
KW - Friedel–Crafts acylation
KW - bis-tetracene-diones
KW - naphtho-tetracenone
KW - polyaromatic hydrocarbons
KW - regioselectivity
U2 - 10.1002/chem.201704116
DO - 10.1002/chem.201704116
M3 - Article
C2 - 28944984
AN - SCOPUS:85034102291
SN - 0947-6539
VL - 23
SP - 16184
EP - 16188
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 64
ER -