芳酰胺 - 上海有机化学研究所.pdf

2005 63 Vol. 63, 2005 23 , ACTA CHIMICA SINICA No. 23, · · II. † * ( 610064) (17)(, , ). (Ka)(∆G°), , 1 1 . van der Waals . / . . ; ; ; ; Recognition of Neutral Molecules by Aromatic Amide-Acridine Molecular Tweezers II. Studies on Novel Type of Acridine Molecular Tweezers WANG, Jian ZHANG, Qing-Hua MU, Qi-Ming CHEN, Shu-Hua* (The Faculty of Chemistry, Sichuan University, Chengdu 610064) Abstract 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 CHCl at 25 . The association constant (K ) and Gibbs free energy changes (∆G°) have been calculated. 3 a The results show that all the molecular tweezers (17 ) can form 11 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 1 geometrical complementary relationship. Computer-aided study and H NMR spectroscopy have been em- ployed to elucidate the binding behavior of these molecular tweezers. Keywords molecular recognition; aromatic amide-acridine; molecular tweezer; hydrogen bonding; UV spectral titration , . .