New Tetraheterocyclic Macrocycles Containing Triazole, Pyrazole, Pyridine, and/or Furan Subunits. Synthesis and Cation Binding Properties

Article abstract of DOI:10.1021/jo00289a008

Ten new tetraheterocyclic macrocyclic ligands 2-4 in the porphyrinogen series were prepared.Their structures differ from 1 in (1) the type of junction between heterocycles (NCH2C or CCH2C), (2) the donor nature of the complexation sites, (3) the five- or six-membered geometry of the included heterocycles, and (4) their symmetry.The capabilities of 2-4 for extraction and transport of alkali metal and NH4+ cations were less than those of 1.The rigid dipyrazole ditriazole macrocycles 3 extract Na+ selectively, whereas the more flexible dipyrazole monotriazole monopyridine macrocycles 2 have the best transport selectivity for Na+.