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<p>A chlorophyll-<i>a</i> (Chl-<i>a</i>) derivative possessing the C3-vinyl group, methyl pyropheophorbide-<i>a</i> was conjugated to poly(4-vinylpyridine) (P4VP) through a C3<sup>1</sup>–N<sup>+</sup> bond by a well-established oxidative addition reaction using a Barluenga reagent. Because of the decreased solubility of the Chl–P4VP<sup>+</sup> conjugate with an increase in the cationic pyridinium content, the maximum incorporation of methyl pyropheophorbide-<i>a</i> was limited to 14&#xa0;mol% for the pyridyl units. The optical properties of the conjugates were specifically dependent on the additive chlorin π-system. Intramolecular fluorescence quenching of the photoexcited Chl moiety was observed in the individual polymeric conjugates.</p> Graphical abstract <p></p>

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Preparation of cationic chlorophyll-a derivative linked with poly(4-vinylpyridine) by using a Barluenga reagent and physical properties of the polymeric conjugates

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  • 发表日期：

    2026年1月16日

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  • Shin Ogasawara,
  • Hiroaki Marumoto,
  • Hitoshi Tamiaki

摘要

A chlorophyll-a (Chl-a) derivative possessing the C3-vinyl group, methyl pyropheophorbide-a was conjugated to poly(4-vinylpyridine) (P4VP) through a C31–N+ bond by a well-established oxidative addition reaction using a Barluenga reagent. Because of the decreased solubility of the Chl–P4VP+ conjugate with an increase in the cationic pyridinium content, the maximum incorporation of methyl pyropheophorbide-a was limited to 14 mol% for the pyridyl units. The optical properties of the conjugates were specifically dependent on the additive chlorin π-system. Intramolecular fluorescence quenching of the photoexcited Chl moiety was observed in the individual polymeric conjugates.

Graphical abstract