具有芳并咪唑结构单元的叶绿素类二氢卟吩衍生物的合成
收稿日期: 2020-06-30
修回日期: 2020-10-19
网络出版日期: 2020-11-04
基金资助
国家自然科学基金(21272048); 山东省自然科学基金(ZR2015BQ012)
Syntheses of Chlorophyllous Chlorin Derivatives with Aromatic Ring-Fused Imidazole Structural Unit
Received date: 2020-06-30
Revised date: 2020-10-19
Online published: 2020-11-04
Supported by
National Natural Science Foundations of China(21272048); Natural Science Foundation of Shandong Province(ZR2015BQ012)
张珠 , 赵雨 , 王欣悦 , 李家柱 , 王进军 . 具有芳并咪唑结构单元的叶绿素类二氢卟吩衍生物的合成[J]. 有机化学, 2021 , 41(3) : 1177 -1186 . DOI: 10.6023/cjoc202006080
Using pheophorbide-a methyl ester as starting material, the formyl group and α-diketone moiety were introduced into the water-soluble end of N21-N23axis at different positions by the structural transformation on exocyclic ring. Furthermore, using the Phillps-Ladenburg-like reaction of active functional groups in chlorophyll chlorins with various aromatic o-diamines, the aromatic ring-fused imidazole structural units were created in linkage or fused manner, and a series of unreported chlorin derivatives that contain aryl-fused imidazol unit were finally synthesized. Besides, the relevant reaction mechanism was analyzed, and the absorption properties of these imidazolized products were discussed. The chemical structures of all newly synthesized compounds were characterized by elemental analysis, MS, UV-Vis, IR and 1H NMR spectra.
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