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The design and construction of molecular scale sensors are challenging issues in modern nanotechnology. Molecular sensors are sensitive devices which are used for rapid detection of very small amounts of various compounds and metals. The detection of toxic metals such as Hg, Pb, Cd are crucial for environmental protection as well as for medical and pharmaceutical technology.1,2 The design of molecular sensors is based on an interdisciplinary approach, which
links different fields of chemical science, from organic to materials chemistry and biochemistry.2 The new fluorophoric ligand 1 was designed in our group as a potential chemosensor for metals. It is synthesized starting from the simple bisallyl olefin of the protected 3,5-dihydroxy-1-benzoic acid and mono-Boc-protected piperazine via sequential regioselective hydroformylation and reductive
amination. Recognition of ions Zn2+ and Co2+ by the macrocycle 1 has been detected by fluorescence
spectroscopy, and was also confirmed by NMR spectroscopy. The interaction of these metals with the macrocycle is very selective, and can be detected using different wavelengths of excitation. If the complex is excited with a wavelength of 280 nm, fluorescence enhancement is higher in the
1+Zn2+ complex while at an excitation wavelength of 400 nm, fluorescence enhancement for the complex 1+Co2+ was higher.4 These results indicate different stabilities of the electronic states formed by interaction of the metals with macrocycle. The observed selectivity for different metals
will result in even more applications of these macrocycles, studies which are currently on going.
