脱镁叶绿酸的外接环转换与芳环取代叶绿素降解衍生物的合成
收稿日期: 2014-08-09
修回日期: 2014-10-23
网络出版日期: 2015-01-06
基金资助
国家自然科学基金(No.21272048)和山东省黄金工程技术研究中心(2011年度)资助项目.
Transformation for Exocyclic Ring of Pheophorbide and Syn-thesis of Chlorophyllous Degradation Derivatives
Received date: 2014-08-09
Revised date: 2014-10-23
Online published: 2015-01-06
Supported by
Project supported by the National Natural Science Foundations of China (No.21272048) and the Project of Shandong Applied Reaearch Centre of Gold Nano-technology (2011).
张善国 , 李家柱 , 张朋 , 祁彩霞 , 王进军 . 脱镁叶绿酸的外接环转换与芳环取代叶绿素降解衍生物的合成[J]. 有机化学, 2015 , 35(5) : 1060 -1068 . DOI: 10.6023/cjoc201408009
From pheophorbide-a methyl ester, the substituted groups with aromatic ring, which can conjugated with chromophore in different forms, were established at 3-, 12- and 20-position on the chlorin periphery by some classic reactions such as 1,3-dipolar cycloaddition, radical substitution and Wittig olefin-forming. The transformations in the exocyclic ring to other chlorophyllous degradation structures were carried out making use of allomerization, condensation and rearrangement reac-tions. A series of unreported new chlorins were synthesized and their chemical structures were characterized by elemental analysis, UV, IR and 1H NMR spectra. In the same time the chemical reaction process around the periphery, the conjugated effect about the aromatic substitutes and the varying law about electronic spectra of the macrocyclic molecule were also discussed.
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