Synthesis of novel macrocyclic host tetraazaparacyclophane derivatives

Seven macrocyclic host tetraazaparacyclophanes with different hydrophobic cavity sizes were synthesized from dibromoalkanes and 4,4'-methylendianilin. Three of the tetraazacyclophanes were modified on the four nitrogen atoms by using ferrocenoyl chloride, so a new kind of enzyme model was obtained by introducing the side arms of ferrocenoyl group. And four of the tetraazacyclophanes with straight chains were also synthesized through the reaction of 1,8,22,29-tetraaza[8.1.8.1] paracyclophane with bromoalkane and alkanecarbonyl bromide. Ten of them have not ever been reported in literature. The structures were confirmed by 1H NMR, 13C NMR, IR, MS and elemental analysis.