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Synthesis and Self-Aggregation of Chlorophyll-a Derivatives Possessing a Hydroxymethyl Group in the C20-Substituent with Ethynylene and/or Phenylene Linkers
Authors:Takeo Nakano  Yuki Hashimoto  Hitoshi Tamiaki
Institution:1. Graduate School of Life Sciences, Ritsumeikan University, Kusatsu, Shiga, Japan;2. Graduate School of Life Sciences, Ritsumeikan University, Kusatsu, Shiga, Japan

These authors contributed equally to the present work.

Abstract:Chlorophyll(Chl)-a derivatives containing some rigid linkers in the C20 substituents, which were inserted between a hydroxymethyl group and the chlorin π-skeleton, were synthesized and their self-aggregation abilities were investigated. Measurements of electronic absorption, circular dichroism and infrared absorption spectra revealed that the zinc complex of a Chl-a derivative bearing a (p-ethynyl)benzyl alcoholic moiety at the C20-position gave its J-aggregates in an aqueous micellar solution through the hydrogen and coordination bonding. These results exhibited the potential of Chl-a derivatives bearing a hydroxyl group in the C20 substituents as the model compounds for chlorosomal light-harvesting antennas.
Keywords:
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