SYNTHESIS OF MACROBI- AND MACROTRICYCLIC COMPOUNDS COMPRISING PYRIMIDYL SUBSTITUTED CYCLEN AND CYCLAM

摘要

The synthesis of novel N~1,N~7-bis(bromobenzyl)cyclens and N~1,N~8 bis(bromobenzyl)cyclams is described. Arylation of these compounds with excess 4,6-dichloropyrimidine and 2-chloropyrimidine gave corresponding tetrasubstituted cyclen and cyclam in good yields. Bis(bromobenzyl)bis(pyrimidyl) substituted cyclens and cyclams were used in the Pd-catalyzed reactions with polyamines to give macrobi- and macrotricycles. The yields of macropolycyclic compounds were shown to be dependent on the nature of starting tetraazamacrocycles and polyamines. In the case of cyclam monopyrimidyl derivatives were also obtained and macropolycyclic compounds were synthesized on their base.