4.4 Article

Synthesis of Chlorophyllous Chlorins Derivatives Substituted by Aromatic Groups on Their Periphery

Journal

CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 34, Issue 2, Pages 362-370

Publisher

SCIENCE PRESS
DOI: 10.6023/cjoc201307056

Keywords

chlorophyll-a; chlorin; chemical modification; substitution of aromatic group; synthesis

Funding

  1. National Natural Science Foundations of China [21272048]
  2. Project of Shandong Applied Researeh Centre of Gold Nanotechnology

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Pyropheophorbide-a methyl ester, as a degraded product from chlorophyll-a, was used as a starting material, and the modifications for functional group along N-21-N-23-axis and reconstructions for five-membered exocyclic E-ring were completed to introduce different aromatic groups which could conjugated with macrocyclic chromophore at various degrees on the periphery. The syntheses of 12 unreported chlorins related to chlorophyll were accomplished and their chemical structures were characterized by elemental analysis, UV, IR, MS and H-1 NMR spectra. The different effects on the physical and chemical properties of chlorophyllous chlorins by introduction of aromatic groups were discussed.

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