Abstract
In this thesis, photo-responsive [2]pseudorotaxanes composed of ferrocene and anthryl groups in an axle and crown ether ring are reported. Here, we introduce anthracene group in ferrocene-containing [2]pseudorotaxane and attempt photochemical reaction in crystal and solution state. The photo-induced mechanical motions are unique and important for development of crystalline molecular machines. In Chapter 2, the synthesis, characterization, and optical properties of the new [2]pseudorotaxane, [(Fc-anthryl)·DB24C8]+(PF6)-, are described. Obtained [2]pseudorotaxane was characterized by NMR and mass spectrometry. The molecular structure was confirmed by single-crystal X-ray crystallography. The optical properties of the pseudorotaxane were examined by UV-vis absorption and fluorescence emission spectroscopies in solution. The results revealed that the pseudorotaxane absorbed light in a range between 300 nm and 400 nm owing to anthryl group and around 450 nm because of ferrocenyl group. In addition, we discovered the oxidation of anthryl group to provide anthraquinone group induced by UV irradiation. This can be applied to end-capping reaction to convert the pseudorotaxane into rotaxane. Finally, the photo-responsive mechanical motions of the crystals are described. Crystals of [2]pseudorotaxane show significant volume change induced by photoirradiation. In Chapter 3, conclusions and future works are described. Experimental details are summarized in Chapter 4.