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Azobenzene Photoswitching with Near-Infrared Light Mediated by Molecular Oxygen.

ABSTRACT: Efficient photoisomerization between the cis and the trans states of azobenzenes using low-energy light is desirable for a range of applications in, e.g., photobiology yet challenging to accomplish directly with modified azobenzenes. Herein, we utilize molecular iodine as a photocatalyst to induce indirect cis-to-trans isomerization of 4,4'-dimethoxyazobenzene with 770 nm near-infrared light, showing robustness during more than 1000 cycles in ambient conditions. Intriguingly, the catalysis is mediated by molecular oxygen, and we demonstrate that other singlet-oxygen-generating photosensitizers besides iodine, i.e., palladium phthalocyanine, catalyze the isomerization as well. Thus, we envision that the approach can be further improved by employing other catalysts with suitable photoelectrochemical properties. Further studies are needed to explore the applicability of the approach with other azobenzene derivatives.

SUBMITTER: Kuntze K

PROVIDER: S-EPMC8607416 | biostudies-literature | 2021 Nov

REPOSITORIES: biostudies-literature

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Azobenzene Photoswitching with Near-Infrared Light Mediated by Molecular Oxygen.

Kuntze Kim K Isokuortti Jussi J Siiskonen Antti A Durandin Nikita N Laaksonen Timo T Priimagi Arri A

The journal of physical chemistry. B 20211104 45

Efficient photoisomerization between the cis and the trans states of azobenzenes using low-energy light is desirable for a range of applications in, e.g., photobiology yet challenging to accomplish directly with modified azobenzenes. Herein, we utilize molecular iodine as a photocatalyst to induce indirect cis-to-trans isomerization of 4,4'-dimethoxyazobenzene with 770 nm near-infrared light, showing robustness during more than 1000 cycles in ambient conditions. Intriguingly, the catalysis is me ...[more]

PMID: 34735154

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