红紫素-18的周环结构修饰及其叶绿素类二氢卟吩衍生物的合成

Modifications for Peripheral Structures of Purpurin-18 and Synthesis of Chlorophyllous Chlorin Derivatives

以红紫素-18甲酯为起始原料,利用其3-位乙烯基的多电子性,通过氧化、还原、亲电加成和1,3-偶极环加成等反应,对其N21-N23轴的端向结构进行化学修饰,在周环的3-位上引进了能与大环色基以不同方式形成共轭效应的取代基团,完成了11个未见报道具有红紫素-18碳架的叶绿素类二氢卟吩衍生物的合成,其化学结构均经UV,1H NMR,IR及元素分析予以证实;讨论了红紫素-18的周环结构对其电子光谱所产生的影响,并对相应的化学反应提出了可能的反应机理.

Purpurin-18 methyl ester was used as a starting material, and the modifications for the structure on the terminal of its N21-N23-axis were completed making use of electron-richous properties of C（3）-vinyl group by various reactions including oxidation, reduction, electrophilic addition and 1,3-polar cycloaddition. The substituted groups, which could conjugated with macrocyclic chromophore in different form, were introduce to 3-position on the periphery, respectively. The synthesis of 11 unreported chlorophyllous chlorins with basic skeloton of purpurin-18 was accomplished and their chemical structures were characterized by elemental analysis, UV, IR and 1H NMR spectra. The influence of peripheric structure of purpurin-18 on their electronic spectrum was discussed and the possible mechanisms about corresponding reactions were tentatively proposed.