β位修饰的卟啉衍生物的合成研究-药物化学专业论文.docxVIP

万方数据 万方数据 摘要 相应的磷盐和乙酰丙酮发生 Wittig 反应，未取得预期目标产物，仅生成两种相 应的卟啉衍生物。 在哌啶和哌啶高氯酸盐的存在下，将四丙基卟啉甲醛与丙酮反应，试图通 过两次 Aldol 反应得到二卟啉，未取得目标化合物，仅得到一次 Aldol 反应的产 物。 关键词：卟啉，衍生物，无溶剂，合成，二卟啉，碳正离子 II Abst Abstract Abstract This thesis studied the synthesis and exploration of β-modified porphyrin derivatives. Synthesis of α, β-unsaturated carbonyl porphyrins via Aldol condensation with solvent-free and optimization of synthesis method were studied. The ultraviolet-visible absorption spectra changes of this kind of unsaturated ketones porphyrin were checked. Exploration of the synthesis of porphyrin dimer carbocation by Aldol condensation, Wittig reaction and other methods, were carried out, and the synthesis of this compound needs further research. Although we did not obtain the target product product, other kinds of porphyrin derivatives were synthesized by chance. All structures of the synthesized compounds were characterized by 1H NMR, MS, IR and UV-vis. Part 1: The α, β-unsaturated carbonyl porphyrins was obtained by metallization, formylation and Aldol condensation using meso-tetraphenylporphyrin as starting materials. III Part 2: The exploration of synthesis porphyrin dimer carbocation One step synthesis and two step synthesis of porphyrin dimer carbocation precursor compounds were explorated by Aldol condensation, but target product were not acchieved. Using TPP-CHO as the raw material, the porphyrin phosphonium salt were gotten after reduction, chlorination and reacted with PPh3. Then the corresponding phosphonium salt reacted with acetylacetone by Wittig reaction, and only two kinds of corresponding porphyrin derivatives were generated. According to the literature methods, 2-formyl-meso-tetra (n-propyl) porphyrin reacted with acetone in the presence of piperidine and piperidine perchlorate, trying to get porphyrin dimmers through twice Aldol reaction. Eventually only α, β- unsaturated carbonyl porphyrin was resulted from only one molecule porphyrin by once Aldol reaction. IV Key Words: