| Summary: | 碩士 === 國立中正大學 === 化學暨生物化學研究所 === 103 === The thesis mainly discussed the synthesis of porphyrin derivatives, focusing on the synthesis and deboronation of subporphyrin and the synthesis and metallization of hexapyrrinone.
In the synthesis of subporphyrin, we found that when the meso position of the phenyl ring substituted with a functional group on the para position, it can get yields of 1-2%. The yields are much lower than the subporphyrins with phenyl meso position of the rings as the substituents (compound 3, 4, 5, 6). In the experiments of deboronation, the subporphyrin was heated to reflux at different acidic conditions (concentrated HCl or AlCl3), but the expected deboronation product can not be obtained. In the future, our group will try to achieve the purpose through other synthetic approaches.
Porphyrin derivative with six pyrrole rings ─ hexapyrrinone (28) can be prepared using 5,10- (2,6-dichlorophenyl) tripyrromethane (27) with DDQ as the coupling reagent. Its crystal structure presents a very twisted C2 symmetrical saddle geometry. Left and right halves of this structure constituted by dipyrromethene can be chelating groups,to coordinate metal ions. This ligand has been metallated with copper(II) ions to give hexapyrrinonewith copper(II) complex (29).
|
|---|
