Diazadioxacyclophanes

Abstract

Abstract Six new cyclophane molecules (5 - 10) were synthesized from α,α´-bis(N-tosyl-4-aminophenyl)- 1,4-diisopropylbenzene and α,α´-bis[4-(n-bromoalkyloxy)phenyl]-1,4-diisopropylbenzene. The crystal and molecular structures of α,α´-bis(4-aminophenyl)-1,4-diisopropylbenzene (3), α,α´-bis (N-tosyl-4-aminophenyl)-1,4-diisopropylbenzene 4 and the ditosyl derivative of the diazadioxacyclophane 6 were determined. The noncyclic compounds 3 and 4 display the anti conformation. Diazadioxacyclophane 6 possesses a central cavity that might be exploited to accommodate guest molecules, but some conformational change would probably be required.