Highly selective fluorescent probe for sequential recognition of copper(II) and iodide ions

• DOI: 10.1016/j.tet.2017.06.034
• Publication Date: 2017-06-22T06:46:34Z
• Authors: Hansol Seo; Miran An; Bo-Yeon Kim; Jun-Hyeak Choi; Aasif Helal; Hong-Seok Kim
• Keywords: Stoichiometry

Abstract A new highly selective fluorescent probe based on 2-(2′-aminolphenyl)-4-hydroxymethylthiazole (1) was developed for the detection of copper and iodide ions in ethanol. Probe 1 selectively detected Cu2+ through a “switch off” response, showing a good association constant (Ka = 1.43 × 105 M−1) and binding with Cu2+ ions in a 1:1 stoichiometry. An in situ generated 1-Cu2+ (1:1) ensemble detected I− ions sequentially through a “switch on” response. The “switch off” response occurred with selective complexation of Cu2+ ions due to intramolecular charge transfer (ICT). An ensemble of 1 and copper(II) showed higher selectivity towards iodide than towards any other anions due to the reduction of Cu2+ to Cu+ by I− and subsequent complexation with 1.