論文 Design rules for oxoporphyrinogen (‘OxP’) as a versatile chromophore for efficient singlet oxygen generation

Jan Hynek ; Mandeep K. Chahal ; Daniel T. Payne ORCID (National Institute for Materials Science) ; Anuradha Liyanage ; Francis D’Souza ; Jonathan P. Hill SAMURAI ORCID (National Institute for Materials Science)

コレクション

引用
Jan Hynek, Mandeep K. Chahal, Daniel T. Payne, Anuradha Liyanage, Francis D’Souza, Jonathan P. Hill. Design rules for oxoporphyrinogen (‘OxP’) as a versatile chromophore for efficient singlet oxygen generation. Journal of Porphyrins and Phthalocyanines. 2023, 27 (07n10), 1108-1118. https://doi.org/10.1142/s1088424623500359
SAMURAI

説明:

(abstract)

Meso-5,10,15,20-tetrakis-3,5-di-tert-butyl-4-oxocyclohexadienylideneporphyrinogen, OxP, is a versatile, highly colored chromophore with strong broad absorption in the visible range. It is derived from meso-5,10,15,20-tetrakis(3,5-di-tert-butyl-4-hydroxyphenyl)porphyrin by two-electron oxidation, and the OxP tetrapyrrole moiety exists in a saddle conformation. N-Alkylation of the OxP core nitrogen atoms can be used to functionalize the chromophore leading to a class of stable molecules with highly substituted peripheries. Substituted OxPs can act as singlet oxygen generators under light irradiation and the efficacy of this process is influenced by the multiplicity of N-substitution, and by the chemical identity of those substituents. Bromination of the macrocyclic β-positions can also be used to control singlet oxygen generation by the relevant derivatives. We report the quantum yields of singlet oxygen generation for a series of differently substituted OxP derivatives whose metrics indicate that these compounds possess significant potential in the corresponding applications including photodynamic therapy, bacterial inactivation therapy, and organic transformations.

権利情報:

キーワード: Oxoporphyrinogen, porphyrinoid, singlet oxygen generator

刊行年月日: 2023-04-06

出版者: World Scientific Pub Co Pte Ltd

掲載誌:

  • Journal of Porphyrins and Phthalocyanines (ISSN: 10884246) vol. 27 issue. 07n10 p. 1108-1118

研究助成金:

原稿種別: 著者最終稿 (Accepted manuscript)

MDR DOI: https://doi.org/10.48505/nims.4954

公開URL: https://doi.org/10.1142/s1088424623500359

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更新時刻: 2024-11-14 16:30:15 +0900

MDRでの公開時刻: 2024-11-14 16:30:16 +0900

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