Synthesis and evaluation of bipendant-armed (oligo)thiophene crown ether deriva...

• Author(s): Batista, Rosa M. F. ; Oliveira, M. Elisabete ; Costa, Susana P. G. ; Lodeiro, Carlos ; Raposo, M. Manuela M.
• Date: 2008
• Persistent ID: http://hdl.handle.net/1822/10643
• Origin: RepositóriUM - Universidade do Minho
• Subject(s): Synthesis; Reductive amination; Crown ethers; Formyl-(oligo)thiophene; (Oligo)thiophene; Chemosensors; Fluorescence
• Document Type: Article
• Language: English

Description

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.