Synthesis and Properties of the First Representatives of Fluorenonoazacrownophanes and Fluorenonocryptand

The reaction of bistosylates or diiodides of 2,7-bis[2-(2-hydroxyethoxy)ethoxy]or 2,7-bis{2-[2-(2-hydroxyethoxy) ethoxy]ethoxy}fluorenone with toluenesulfonamide in DMF or with benzylamine in CH3CN under high dilution conditions at 80°С in the presence of potassium carbonate resulted in the formation of the first representatives of fluorenonoazacrownophanes and bis(fluorenono)diazacrownophanes as the products of [1+1] and [2+2] condensation in 12–58% yield. Similar condensation of the bistosylates mentioned in DMF or diiodides in CH3CN with diaza-18crown-6 afforded the corresponding fluorenonocryptand in the yields of 18 and 35%, respectively.