Abstract:The bis(p-nitrophenyl) esters of succinic acid, adipic acid and sebacic acid have been synthesized, respectively, by employing 1,3-dicyclohexylcarbodiimide (DCC) as a dehydration agent. The composition and structure of the esters have been characterized by elemental analysis, FTIR, 1H NMR and DSC. Furthermore, the host-guest interactions of the esters with β-cyclodextrin (β-CD) have been studied systematically by using fluorescence quenching, fluorescence spectroscopy and UV-Vis spectroscopy measurements. It was demonstrated that the chain of the esters was longer, the interactions was weaker between the esters and the β-CD. Both p-nitrophenyl groups in bisp-nitrophenyl) esters of succinic acid can enter the inner cavity of β-CD. In contrast, only one of the groups in bis(p-nitrophenyl) esters of adipic acid can enter the cavity. For bis (p-nitrophenyl) esters of sebacic acid, however, both groups can not enter the cavity of the β-CD. The difference in the host-guest interactions of the three esters with β-CD has been attributed to the difference in the conformations adopted by the esters. Based upon these observations, it is proposed that the esters with short linker may be more suitable for construction of new networks, which are based upon, in concept, host-guest interactions.
李 红,胡道道,房 喻*,刘雅玲 . 二对硝基苯酯与β-环糊精相互作用的光谱学研究 [J]. 光谱学与光谱分析, 2005, 25(02): 226-231.
LI Hong, HU Dao-dao, FANG Yu*, LIU Ya-ling . Spectroscopy Studies on the Interaction of Bis(p-Nitrophenyl) Esters and β-Cyclodextrin . SPECTROSCOPY AND SPECTRAL ANALYSIS, 2005, 25(02): 226-231.