New fluorenocrownophanes with naphthalene fragments: Synthesis, structure, properties and interaction with paraquat

Abstract

New crownophanes containing both fragments of 2,7-dioxyfluorene or 2,7-dioxyfluorene and 1,5-dioxynaphtalene were synthesized by reduction of corresponding fluorenonocrownophanes. H2-Pd/C or Wolff–Kishner methods were applied. Molecular structure of bis(fluoreno)crownophane with tetraethyleneglycol linkers was confirmed by singlecrystal X-ray diffraction. The formation of pseudorotaxane-type host–guest complexes of obtained crownophanes with paraquat dication was detected by FABMS,1H NMR and UV-Vis spectroscopy.