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Design rules for oxoporphyrinogen ('OxP') as a versatile chromophore for efficient singlet oxygen generation

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388980%3A_____%2F23%3A00571415" target="_blank" >RIV/61388980:_____/23:00571415 - isvavai.cz</a>

  • Result on the web

    <a href="https://doi.org/10.1142/S1088424623500359" target="_blank" >https://doi.org/10.1142/S1088424623500359</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1142/S1088424623500359" target="_blank" >10.1142/S1088424623500359</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Design rules for oxoporphyrinogen ('OxP') as a versatile chromophore for efficient singlet oxygen generation

  • Original language description

    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 beta-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.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10402 - Inorganic and nuclear chemistry

Result continuities

  • Project

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2023

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Journal of Porphyrins and Phthalocyanines

  • ISSN

    1088-4246

  • e-ISSN

    1099-1409

  • Volume of the periodical

    27

  • Issue of the periodical within the volume

    7

  • Country of publishing house

    SG - SINGAPORE

  • Number of pages

    11

  • Pages from-to

    1108-1118

  • UT code for WoS article

    000967458300001

  • EID of the result in the Scopus database

    2-s2.0-85153933426