Synthesis and evaluation of bipendant-armed (oligo)thiophene crown ether derivatives as new chemical sensors

Rosa M. F. Batista, E. Oliveira, S.P.G. Costa, C. Lodeiro, M.M.M. Raposo

Research output: Contribution to journalArticle

27 Citations (Scopus)

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. © 2008 Elsevier Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)6575-6578
Number of pages4
JournalTetrahedron Letters
Volume49
Issue number46
DOIs
Publication statusPublished - 10 Nov 2008

Keywords

  • (Oligo)thiophene
  • Chemosensors
  • Crown ethers
  • Formyl-(oligo)thiophene
  • Reductive amination
  • acetonitrile
  • amine
  • cation
  • crown ether derivative
  • heterocyclic compound
  • mercury
  • oligothiophene
  • palladium
  • silver
  • sodium
  • unclassified drug
  • amination
  • article
  • chemical sensor
  • evaluation
  • sensor
  • synthesis

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