摘要
以焦脱镁叶绿酸-a甲酯为起始原料,通过化学修饰在五元外接环上构筑活性反应区域,经分子内的酯交换、Michael加成和Claisen缩合等经典化学反应,使得132-与17-位通过不同的碳链相互连接,在C-D环端向上形成了双环和螺环结构.同时,利用17-位尾端酯基的化学活性进行胺解和酰化反应,在二氢卟吩色基的最远端建立了不同的化学结构,完成了9个未见报道的具有新颖碳架结构的叶绿素类二氢卟吩衍生物的合成,其化学结构均经UV、IR、1H NMR及元素分析予以证实.
Pyropheophorbide-a methyl ester was used as a starting material. The active reaction regions were constructed by chemical modifications on the five-membered exocyclic ring, and the interconnections through different carbon chain between 132- and 17-position were carried out by classic reaction, such as intramolecular interesterification, Michael addition and Claisen condensation, to form bicyclic or spirocyclic structures in the side of C-D ring. The aminolysis and acylation were performed making use of chemical activity of end ester group at 17-position to establish the different chemical structures in the far end of chlorin chromophore. The syntheses of 9 unreported chlorins related to chlorophyll with novel carbon skeleton were accomplished and their chemical structures were characterized by elemental analysis, UV, IR and 1H NMR spectra.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2015年第6期1294-1301,共8页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(No.21272048)
山东省黄金工程技术研究中心(2011年度)资助项目~~