烟台大学学报（自然科学与工程版）2016，Vol.29Issue(2)：96-102,7.DOI:10.13951/j.cnki.37-1213/n.2016.02.004
焦脱镁叶绿酸N21-N23轴向的氰化反应及其二氢卟吩衍生物的合成
Cyanation Reactions of Pyropheophorbide-a along N21-N23 Axis and Synthesis of Chlorophyllous Chlorin Derivatives
摘要
Abstract
Methyl pyropheophorbide-a is used as starting material and its Knoevenagel reaction with malononitrile is carried out by catalysis of triethylamine to structureβ,β-dicyanomethylene moity on the exocyclic ring. Osmium te-troxide and sodium periodate are chosen as mixed oxidizing agent,the vinyl group linked in 3-position is converted into formyl group. In alkaline condition the carbon oxygen double bond is formed at the 132-position of methyl py-ropheophorbide-a by allomerization. The chlorophyllous chlorin derivatives possessing epimerism-isomeric and stere-oselective characters are synthesized by condensation of obtained chlorin oxidative products with 2-cyanoacetylthia-zole and their chemical structures are characterized by elemental analysis, UV, IR and 1 H NMR spectra. The rele-vant reaction mechanisms and stereostructure are also discussed.关键词
叶绿素-a/焦脱镁叶绿酸/氰化二氢卟吩,瑙文格尔反应/立体选择性Key words
chlorophyll-a/pyropheophorbide-a/cyanated chlorin/Knoevenagel reaction/stereoselection分类
化学化工引用本文复制引用
李彦龙,张善国,王进军..焦脱镁叶绿酸N21-N23轴向的氰化反应及其二氢卟吩衍生物的合成[J].烟台大学学报（自然科学与工程版）,2016,29(2):96-102,7.基金项目
国家自然科学基金资助项目(21272048) （21272048）
