Synthesis of (Aza)n[3n]cyclophanes as host molecules

(Aza)_n3ⁿ]cyclophanes were synthesized by the coupling reaction of p-toluenesulfonamide and bis(halomethyl) derivatives in the presence of a base (K₂CO₃, NaH etc.) using DMF, dioxane etc. as a solvent, in acceptable yields. Tetraaza macrocyclic compound (the dimer in Fig. 1) obtained by the coupling of 2,11-diaza3.3]metacyclophane with 1,3-bis(bromomethyl)benzene gavea 1:1 adduct with benzene.Presented partly at the 42nd Autumn Annual Meeting of the Chemical Society of Japan, Sendai, September, 1980; Abstr. No. 1J17.