Synthesis, spectroscopic, structural and complexation studies of a new tetra-naphthylmethylene pendant-armed macrocyclic ligand

Cristina Nuñez, Elisabete Oliveira, Leticia Giestas, Laura Valencia, Alejandro Macías, João Carlos Lima, Rufina Bastida, Carlos Lodeiro

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

A novel emissive tetra-naphthylmethylene pendant-armed macrocyclic ligand and a series of complexes with monovalent and divalent metal ions have been synthesized. Solid compounds have been isolated as mononuclear (Co(II), Cu(II) and Zn(II)) or dinuclear (Co(II), Ni(II), Cu(II), Zn(II), Cd(II) and Ag(I)), complexes, depending on the counterions used. The chemical and photophysical properties of the free ligand, the protonation behavior and its metal complexes have been investigated in solution. UV-Vis spectroscopy has revealed a 1:1 binding stoichiometry for Cu(II), Zn(II), Cd(II), Ni(II) and Co(II), and 2:1 molar ratio for Ag(I). In chloroform, the free ligand presents two emission bands related to the monomer naphthalene emission and a red-shifted band attibutable to an exciplex due to a charge transfer from the nitrogen lone electron pair to the excited chromophore. Upon protonation of the free amines or due to metal complexation, the exciplex band disappears. The crystal structure of [Ag2L(NO3)2] is also reported. The structure reveals that both metal ions are into the macrocyclic cavity in a distorted square plane {AgN3O} environment. Each Ag(I) atom interacts with two neighbouring amine nitrogen atoms, one pyridine nitrogen and one oxygen atom from a monodentate nitrate ion.

Original languageEnglish
Pages (from-to)2183-2194
Number of pages12
JournalInorganica Chimica Acta
Volume361
Issue number8
DOIs
Publication statusPublished - 2 Jun 2008

Keywords

  • Exciplex
  • Fluorescence probes
  • Macrocycles
  • Metal complexes
  • Naphthalene
  • Silver(I)

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