Журнал "Макрогетероциклы"

Alexander V. Lobach, Irene S. Yakovenko and Nikolay G. Lukyanenko^@

A.V. Bogatsky Physico-Chemical Institute, National Academy of Sciences of Ukraine, Odessa, 65080, Ukraine

^@Corresponding author E-mail: ngl@farlep.net

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-18-crown-6 afforded the corresponding fluorenonocryptand in the yields of 18 and 35%, respectively.