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

https://mdr.nims.go.jp/datasets/839522e6-8cfc-41e2-8f9c-6f380ec6a426

## File

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## Id

839522e6-8cfc-41e2-8f9c-6f380ec6a426

## Local identifier



## Visibility

open_to_public

## State

published

## Created at

2024-08-19T00:46:01.009155Z

## Updated at

2024-11-14T07:30:15.161803Z

## Published at

2024-11-14T07:30:16.363234Z

## Doi

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

## First published url

https://doi.org/10.1142/s1088424623500359

## Date published

2023-04-06

## Recorded date published

2023-10

## Resource type

journal_article

## Manuscript type

accepted_manuscript

## Collection



## Title

- title: Design rules for oxoporphyrinogen (‘OxP’) as a versatile chromophore for
    efficient singlet oxygen generation
  title_type: original
  lang: en

## Description

- 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 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.
  description_type: abstract
  lang: und

## Creator

- name: Jan Hynek
  role: author
- name: Mandeep K. Chahal
  role: author
- name: Daniel T. Payne
  role: author
  orcid: https://orcid.org/0000-0001-7707-8381
  organization: National Institute for Materials Science
- name: Anuradha Liyanage
  role: author
- name: Francis D’Souza
  role: author
- name: Jonathan P. Hill
  role: author
  orcid: https://orcid.org/0000-0002-4229-5842
  organization: National Institute for Materials Science

## Contact agent



## Publisher

organization: World Scientific Pub Co Pte Ltd

## Managing organization



## Keyword

- subject: Oxoporphyrinogen, porphyrinoid, singlet oxygen generator
  schema: not_defined

## Rights

- description: Electronic version of an article published as Journal of Porphyrins
    and Phthalocyanines,27,07n10,2023,1108-1118,10.1142/S1088424623500359, © World
    Scientific Publishing Company, https://doi.org/10.1142/S1088424623500359.
  identifier: http://rightsstatements.org/vocab/InC/1.0/

## Other identifier(s)



## Data origin

- data_origin_type: other

## Embargo

start_date: 2023-04-06
end_date: 2024-04-06

## Journal

- title: Journal of Porphyrins and Phthalocyanines
  issn: '10884246'
  volume: '27'
  issue: 07n10
  start_page: 1108
  end_page: 1118

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## Fileset

- id: d87bdce7-c055-45bd-98f5-a33a81e994e1
  filename: HILL_Ms_jpp220284_R1.pdf
  content_type: application/pdf
  size: 1340148
  md5: 217671fb2d4ffeeedfb28d79e307bacf

## Thumbnail

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filename: HILL_Ms_jpp220284_R1.pdf