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Kinetic effects in singlet oxygen mediated oxidations by immobilized photosensitizers on silica

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Abstract

Singlet oxygen (1O2) mediated photo-oxidations are important reactions involved in numerous processes in chemical and biological sciences. While most of the current research works have aimed at improving the efficiencies of these transformations either by increasing 1O2 quantum yields or by enhancing its lifetime, we establish herein that immobilization of a molecular photosensitizer onto silica surfaces affords significant, substrate dependant, enhancement in the reactivity of 1O2. Probing a classical model reaction (oxidation of Anthracene-9, 10-dipropionic acid, ADPA or dimethylanthracene, DMA) with various spectrofluorimetric techniques, it is here proposed that an interaction between polar substrates and the silica surface is responsible for the observed phenomenon. This discovery could have a direct impact on the design of future photosensitized 1O2 processes in various applications ranging from organic photochemistry to photobiology.

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Data availability

The authors declare that the data supporting the findings of this study are available within the paper and its Supplementary Information files. Should any raw data files be needed in another format they are available from the corresponding author upon reasonable request.

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Acknowledgements

The French Ministry of Higher Education, Research and Innovation and Doctoral School “Sciences des Métiers de l’Ingénieur” (ED 432) are gratefully acknowledged for a PhD scholarship attributed to M.L. Z.A. is grateful to the French National Research Agency (ANR-21-CE07-0030 and ANR-21-CE29-0028) for funding.

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  1. Equipe Chimie Moléculaire, Laboratoire de Génomique, Bioinformatique et Chimie Moléculaire, (GBCM), EA 7528, Conservatoire national des arts et metiers, HESAM université, 75003, Paris, France

    Maxime Lancel & Zacharias Amara

  2. Faculty of Natural Sciences, Department of Physics, Norwegian University of Science and Technology, Gløshaugen, 7491, Trondheim, Norway

    Mikaël Lindgren

  3. ENS de Lyon, CNRS UMR 5182, Laboratoire de Chimie, University of Lyon, 69364, Lyon, France

    Cyrille Monnereau

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Lancel, M., Lindgren, M., Monnereau, C. et al. Kinetic effects in singlet oxygen mediated oxidations by immobilized photosensitizers on silica. Photochem Photobiol Sci 23, 79–92 (2024). https://doi.org/10.1007/s43630-023-00502-5

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  • DOI: https://doi.org/10.1007/s43630-023-00502-5

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