Synthesis and selective lead(II) binding of achiral and enantiomerically pure chiral acridono-18-crown-6 ether type ligands

Luca Szalay, Viktor Farkas, Elemér Vass, Miklós Hollósi, Ildikó Móczár, Áron Pintér, Péter Huszthy

Research output: Article

20 Citations (Scopus)

Abstract

Prompted by the increasing interest in cation complexes of supramolecular host molecules, herein we report the synthesis and CD studies on primary aralkylammonium and metal ion (Na+, K+, Mg2+, Ca2+ and Ag+, Zn2+, Ni2+, Cd 2+, Pb2+) complexes of acridono-18-crown-6 hosts 5, a new family of macrocyclic ligands. CD studies in acetonitrile revealed the selective binding of Pb2+ ions by chiral acridono-18-crown-6 ligands. The CD and corresponding UV spectra show two isosbestic points. The isosbestic points are indicative of a rapid equilibrium of two tautomeric forms, the acridino and hydroxy-acridine, while the other species is the Pb2+ complex. This suggestion is also supported by the change in the FTIR spectra.

Original languageEnglish
Pages (from-to)1487-1493
Number of pages7
JournalTetrahedron Asymmetry
Volume15
Issue number9
DOIs
Publication statusPublished - máj. 10 2004

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ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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