| Summary: | 碩士 === 國立暨南國際大學 === 應用化學系 === 102 === Title of Thesis : Spectral and Electrochemical Studies of Phorphyrins with Meso -substituted Five-membered Heterocyclic Rings
Name of Institute : Department of Applied Chemistry, College of Science and Technology, National Chi Nan University Pages :136
Graduation Time : 07/2014 Degree Conferred : Master
Student Name: Yan-Ru Chang Advisor Name: Yuhlong Oliver Su
Abstract:
This thesis studies a series of nitrogen-, oxygen-, and sulfur-substituted five-membered ring compound group of porphyrin. First of all, we used TBAP, a strong coordinated electrolyte, in cyclic voltammetry experiments. However, TBAP cannot effectively stabilize the oxidation state of porphyrin cation due to its properties. Accordingly, we choose electrolyte TBAPF6 with much weaker coordinated properties. Experimental results shows that, the reversible oxidation potential in CH2Cl2 which containing TBAPF6 can be measured. Furthermore, H2T (2’-furyl)P and H2T (2’-pyrrolyl)P oxidation potential is the oxidation waves of one single transfer for two electrons. Then, we had replaced TBAPF6 by WCA (weak coordination anion) electrolyte NaBArF24. After that, it can be observed two oxidation wave generated in one individual single-electron transfer. For the compound, H2T (2’-furyl)P and H2T (5’-thiazolyl)P, we found that in the X-ray crystal structure analysis, the hydrogen with position, together with the atom of oxygen or sulfur on five-membered ring respectively, it can finally formed the intermolecular hydrogen bonds. Hence, because of these bonds, the dihedral angle between porphyrin ring and substituted group plane becomes much smaller, which means, it has an excellent -conjugated system.
Key words : porphyrins ˴ cyclic voltammetry ˴ electrochemically ˴ hydrogen bonding
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