AGGREGATES OF CALIX[4]ARENES BASED ON THE 2,6-DIAMINOTRIAZINE-CENTER-DOT-IMIDE SYSTEM

The synthesis of several calix[il]arenes functionalized with uracil or diaminotriazine moieties is described. The association between these complementary calix[4]arenes is strongly influenced by processes relat ed to the position and directionality of the hydrogen-bonding moieties . In the case of bis(uracil)calix[4]arene (4), self-association is obs erved (K = 3.4 . 10(3) M(-1) in CDCl3) whereas, in the case of bis(dia midotriazine)calix[4]arene (16), it was concluded from H-1-NMR studies that intermolecular association is hampered by the formation of intra molecular hydrogen bonds. Due to the divergent orientation of the hydr ogen-bonding groups of bis(diaminotriazine)calix[4]arene (15b), it for ms hydrogen-bonded strands through interaction with 5-ethyl-5-phenylba rbituric acid (17), resulting in the formation of a gel in chloroform.