A new fluorescent chemosensor for F− based on inhibition of excited-state intramolecular proton transfer

✍ Scribed by Hyo Sung Jung; Hyun Jung Kim; Jacques Vicens; Jong Seung Kim

• Publisher: Elsevier Science
• Year: 2009
• Tongue: French
• Weight: 314 KB
• Volume: 50
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.12.026

✦ Synopsis

New fluorescent chemosensor 1 with two amidoanthraquinone groups (1-AAQs) at the lower rim of p-tert-butylcalix[4]arene has been synthesized. The significant changes of absorption and fluorescence bands show that chemosensor 1 is selective toward fluoride ion (F À ) over other anions such as Cl À , Br À , I À , CH 3 COO À , H 2 PO 4 À , HSO 4 À , and OH À . The ESIPT process of 1 is inhibited by the fluoride-induced H-bonding followed by deprotonation of NH of the 1-AAQ.