Oxidative Lactonization of Dimethyl Ester of Chlorin e6

被引:0
作者
Belyaev, Evgeny S. [1 ]
Tyurin, Vladimir S. [1 ]
Zamilatskov, Ilya A. [1 ]
机构
[1] Russian Acad Sci, AN Frumkin Inst Phys Chem & Electrochem, Moscow 119071, Russia
来源
MACROHETEROCYCLES | 2023年 / 16卷 / 04期
基金
俄罗斯科学基金会;
关键词
Chlorin e(6); lactone; photosensitizers; lead tetraacetate; oxidative lactonization;
D O I
10.6060/mhc235445z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new transformation of the 152,173-dimethyl ester of chlorin e6, leading to its 131,133-lactone derivative, has been discovered. The reaction proceeded at treatment of the substrate with lead tetraacetate in presence of LiCl, during which oxidative cyclization was observed leading to the formation of a lactone cycle fused with the tetrapyrrole macrocycle at positions 13 and 15. The reaction mechanism has been suggested, and quantum chemical calculations were carried out to substantiate the mechanism.
引用
收藏
页码:275 / 281
页数:67
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