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Synthesis and evaluation of bipendant-armed (oligo)thiophene crown ether derivatives as new chemical sensors
Authors:Rosa MF Batista  Susana PG Costa  M Manuela M Raposo
Institution:a Centro de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal
b REQUIMTE, Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, 2829-516 Monte de Caparica, Portugal
Abstract:Three new (oligo)thiophene bipendant-armed ligands 2a-c, derived from 2-(aminomethyl)-15-crown-5, have been synthesized and characterized. Compounds 2a-c were prepared by reductive amination of the corresponding macrocycle with formyl thiophene derivatives 1a-c in the presence of NaBH(OAc)3 in fair to good yields. The photophysical properties of ligands 2a-c were studied and they were also evaluated as chemosensors in the presence of Na(I), Ag(I), Pd(II) and Hg(II) cations in acetonitrile solution.
Keywords:Reductive amination  Crown ethers  Formyl-(oligo)thiophene  (Oligo)thiophene  Chemosensors
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