The reactions of diaminoethane, 1,3-diaminopropane, 1,4-diaminobutane and 1,2-diaminobenzene with 4,7-diaza-2,3:8,9-dibenzodecane-1,10-dione in the presence of metal ions and Lewis acids are investigated. Both cyclization and polymerisation can occur. Evidence is presented for a template reaction and for Lewis acid catalysis. The following compounds have been synthesized and their physical properties are described: 3,4:9,10-dibenzo-1,5,8,12-tetra-azacyclotetradecane-1, 11-diene, (V, R = CH 2CH 2), 3,4:9,10-dibenzo-1,5, 8,12-tetra-azacyclopentadecane-1,11-diene, (V, R = (CH 2) 3), 3,4:9,10-dibenzo-1,5,8,12-tetra-azacyclohexadecane-1,11-diene, (V,R = (CH 2) 4), 1,5,8,12-tetraaza-3,4:9,10:13,14-tribenzocyclotetradecane-1,11-diene, (V, R = o-phenylene), N,N′bis-( o-carbomethoxyphenyl)-1,2-diaminoethane, (XIII), 4,7-diaza-2,3:8,9-dibenzodecane-1,10-diol, (XIV), 4,7-diaza-2,3:8,9-dibenzodecane-1,10-dione, (II).