Tuning with pH: The selectivity of a new rhodamine B derivative chemosensor for Fe3+ and Cu2+

A simple structure, a rhodamine fluorescent derivative, was synthesized easily by a one-step condensation reaction of rhodamine B ethylenediamine and acetylacetone. Its structure was characterized by X-ray crystallography, NMR, MS and IR spectroscopy. As a bi-functional and highly selective OFF-ON chemosensor for Fe3+ or Cu2+, the derivative displayed a selective fluorescence enhancement effect only with Fe3+ and an absorption enhancement effect only with Cu2+ by modulating the pH value. In an aqueous ethanol medium, Fe3+ formed a 1:1 complex with the derivative at pH 6, while Cu2+ formed a 1:1 complex at pH 8.5. The limits of detection of the ions were low: 3.9 x 10(-9) and 4.8 x 10(-8) mol L-1. The derivative also functioned as a fluorescence sensor for CT-DNA, in which the Fe3+ ion that was used as a bridge between the derivative and DNA forming a ternary complex. (C) 2011 Elsevier B.V. All rights reserved.