resumo
New pyrazole porphyrin conjugates were successfully prepared from a reaction of beta-porphyrin chalcone derivatives with phenylhydrazine in acetic acid followed by an oxidative step. This fast and efficient synthetic approach provided the expected compounds in yields up to 82%. The sensing ability of the new porphyrin-pyrazole derivatives to detect the metal ions Ag+, Na+, K+, Mg2+, Ca2+, Ni2+, Cu2+, Zn2+, Cd2+, Hg2+, Pb2+, and Cr3+ was studied by spectrophotometric and spectrofluorimetric titrations. In the presence of Zn2+, the conjugates exhibit changes in the emission spectra that are desired for a ratiometric-type fluoroionophoric detection probe. The studies were extended to gas phase, where the pyrazole porphyrin conjugates show ability to sense metal ions with high selectivity toward Cu2+ and Ag+, and in poly(methyl methacrylate) doped films with promising results for Zn2+ detection.
palavras-chave
ION; CHEMOSENSORS; SENSOR; MERCURY; CU2+; DERIVATIVES; LUMINESCENCE; RECOGNITION; COMPLEXES; PLATFORM
categoria
Chemistry
autores
Moura, NMM; Nunez, C; Santos, SM; Faustino, MAF; Cavaleiro, JAS; Neves, MGPMS; Capelo, JL; Lodeiro, C
nossos autores
Sérgio Miguel Fernandes dos Santos
Investigador Auxiliaragradecimentos
We are grateful to the Universidade de Aveiro, Fundacao para a Ciencia e a Tecnologia (FCT), European Union, QREN, FEDER, and COMPETE for funding the QOPNA research unit (project PEst-C/QUI/U10062/2013). We acknowledge the Portuguese National NMR Network (RNRMN), supported by funds from FCT, Scientific PROTEOMASS Association (Portugal), and REQUIMTE (PESt-C/EQB/La0006/2013) for general funding. N.M.M.M. and S.M.S. thank FCT/MEC for their Post-Doctoral Grants SFRH/BPD/84216/2012 and SFRH/BPD/64752/2009. C.N. thanks the Xunta de Galicia (Spain) for her postdoctoral contract (I2C program).