Anion-induced ring-opening of fluorescein spirolactam: fluorescent OFF-ON

Abstract

N-(2,7-Dichlorofluorescein)lactam-N′-phenylthiourea (L) was developed as a colorimetric and fluorescent chemosensor for anions such as AcO-, F- and H2 PO4-. The addition of AcO- anion to the solution of L in CH3CN results in a distinct fluorescence "ON" observation as well as color change (from colorless to pink). The H-bonding interaction between AcO- anion and thiourea moiety of L induced the ring-opening of the spirolactam of fluorescein moiety, which gave rise to the dual chromo- and fluorogenic changes. ？ 2007 Elsevier Ltd. All rights reserved.