Abstract
During the course of our studies on molecular recognition of saccharides with synthetic host molecules, we developed a macrocyclic ethynylpyridine oligomer with amphiphilic side chains. The macrocycle consists of four pyridine rings and two pyridone rings linked with acethylene bonds. The macrocycle was prepared by Glaser coupling of a pyridine-pyridone-pyridine 3-mer possessing two terminal acetylenes at both the ends. In this macrocycle, cisoid conformation was fixed, so that all of the pyridine and pyridone nitrogen atoms would direct to the inside of the pore, enhancing the saccharide recognition by preorganization. The saccharide recognition abilities of the macrocycle were studied by UV/Vis and CD measurements, and it was found that induced CDs appeared upon the association of the macrocycle with galactoside and maltoside in CH2Cl2 at the absorptive region of the macrocycle.
