Citation: Zhang Zhu, Li Jiazhu, Zhang Shanguo, Wang Zhen, Wang Jinjun. Heterocyclization for the Structures on the Periphery of Py-ropheophorbide and Synthesis of Chlorophyll Derivatives[J]. Chinese Journal of Organic Chemistry, ;2018, 38(12): 3250-3259. doi: 10.6023/cjoc201806046 shu

Heterocyclization for the Structures on the Periphery of Py-ropheophorbide and Synthesis of Chlorophyll Derivatives

Zhang Zhu ^a ,
Li Jiazhu ^b ,
Zhang Shanguo ^b ,
Wang Zhen ^b ,
Wang Jinjun ^a,b,,

a.
Department of Food & Biological Engineering, Wenjing College, Yantai University, Yantai 264005
b.
College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005

Corresponding author: Wang Jinjun, wjj1955@163.com
Received Date: 30 June 2018
Revised Date: 28 July 2018
Available Online: 23 December 2018
Fund Project: Project supported by the National Natural Science Foundations of China (No. 21272048) and the University Science and Technology Plan Projects of Shandong Province (No. J15LC51)the National Natural Science Foundations of China 21272048the University Science and Technology Plan Projects of Shandong Province J15LC51

Figures(6)

In order to expand study and application for the chlorophllous chlorins, pyropheophorbide-a methyl ester was used as a starting material. The chemical modifications and structural transformations along the terminals of N²¹-N²³ axis were carried out to build active electron-accepting functional structures such as aldehyde, α-diketone, enenitrile and ketene moieties. The cyclizations with different electron-sufficient systems were accomplished to synthesize a series of unreported chlorins related to chlorophyll with multiple heterocyclic structures. The chemical structures of new compounds were characterized by elemental analysis, MS, UV-Vis, IR and ¹H NMR spectra. Meanwhile the relevant formation process of the heterocyclic ring, the stereochemistry selectivity and the change of the electronic spectrum were discussed.
- chlorophyll-a,
- chlorin,
- chemical modification,
- heterocyclization reaction,
- synthesis
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