A highly sensitive and selective off-on fluorescent chemosensor for Al3+ based on naphthalene derivative

A new dialdehyde (D) containing two emissive naphthalene and its [1+1] macrocycle with 1,2-diaminopropane were synthesized and characterized. The macrocycle was studied by H-1 NMR, C-13 NMR, COSY, HSQC, DEPT, mass spectrometry and microanalysis. The influence of metal cations such as Na+, K+, Cs+, Mg2+, Ba2+, Al3+, Pb2+, Cr3+, Mn2+, Fe3+, Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Hg2+ and Ag+ on the photophysical properties of the macrocyclic system in DMF and DMF/H2O (9:1, v/v) mixture was investigated by means of emission spectrophotometry. The macrocycle L was found to be as an effective fluorescent sensor for Al3+ ions. (C) 2013 Elsevier B.V. All rights reserved.