关键词: 分子识别, 芳酰胺-吖啶, 分子钳, 氢键, 差紫外光谱

Molecular recognition properties of the novel type of aromatic amide-acridine molecular tweez-ers for phenylamine, phenyldiamine (o-, m-, p-) have been investigated by UV-vis spectroscopic titration in CHCl₃ at 25℃. The association constant (K_a) and Gibbs free energy changes (△G°) have been calculated. The results show that all the molecular tweezers (1～7) can form 1:1 inclusion complexes with guest molecules. The main driving forces are multiple hydrogen bonding and van der waals interaction between host and guest molecules. The recognition ability is discussed from the viewpoint of the size/shape-fit and geometrical complementary relationship. Computer-aided study and ¹H NMR spectroscopy have been em-ployed to elucidate the binding behavior of these molecular tweezers.

Key words: molecular recognition, aromatic amide-acridine, molecular tweezer, hydrogen bonding, UV spectral titration