Rhodamine-Appended Bipyridine: XOR and OR Logic Operations Integrated in an Example of Controlled Metal Migration

abstract

A new bipyridyl derivative 1 bearing rhodamineB as visible fluorophore was designed, synthesized and characterized as a fluorescent and colorimetric sensor for metal ions. Interaction with Cu2+, Zn2+, Cd2+, Hg+, and Hg2+ ions was followed by UV/Vis and emission spectroscopy. Upon addition of these metal ions, different colorimetric and fluorescent responses were observed. Off-on-off (Cu2+, Zn2+, and Hg2+) and off-on (Hg+ and Cd2+) systems were obtained. Probe 1 was explored to mimic XOR and OR logic operations for the simultaneous detection of Hg+-Cu2+ and Hg+-Zn2+ pairs, respectively. DFT calculations were also performed to gain insight into the lowest-energy gas-phase conformation of free receptor 1 as well as the atomistic details of the coordination modes of the various metal ions.

keywords

EFFECTIVE CORE POTENTIALS; MOLECULAR CALCULATIONS; AQUEOUS-MEDIA; FLUORESCENT SENSOR; RATIOMETRIC PROBE; ANION RECOGNITION; HG2+; CHEMOSENSORS; CHEMISTRY; CELLS

subject category

Chemistry

authors

Nunez, C; Santos, SM; Oliveira, E; Santos, HM; Capelo, JL; Lodeiro, C

our authors

acknowledgements

S.M.S., E.O., and H.M.S. thank the FCT-MCTES (Portugal) for their postdoctoral grants SFRH/BPD/64752/2009, SFRH/BPD/72557/2010 and SRFH/BPD/73997/2010, respectively. The authors thank the Scientific Association PROTEOMASS (Portugal) for financial support. C.N. thanks the Xunta de Galicia (Spain) for her postdoctoral contract (I2C program). C.L. and J.L.C. thank REQUIMTE-FCT PEst-C/EQB/LA0006/2013 for funding, and the NMR service from the National NMR Facility, supported by Fundacao para a Ciencia e a Tecnologia (RECI/BBB-BQB/0230/2012).

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