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Expanding excitation wavelengths for azobenzene photoswitching into the near-infrared range via endothermic triplet energy transfer.


ABSTRACT: Developing azobenzene photoswitches capable of selective and efficient photoisomerization by long-wavelength excitation is an enduring challenge. Herein, rapid isomerization from the Z- to E-state of two ortho-functionalized bistable azobenzenes with near-unity photoconversion efficiency was driven by triplet energy transfer upon red and near-infrared (up to 770 nm) excitation of porphyrin photosensitizers in catalytic micromolar concentrations. We show that the process of triplet-sensitized isomerization is efficient even when the sensitizer triplet energy is substantially lower (>200 meV) than that of the azobenzene used. This makes the approach applicable for a wide variety of sensitizer-azobenzene combinations and enables the expansion of excitation wavelengths into the near-infrared spectral range. Therefore, indirect excitation via endothermic triplet energy transfer provides efficient and precise means for photoswitching upon 770 nm near-infared light illumination with no chemical modification of the azobenzene chromophore, a desirable feature in photocontrollable biomaterials.

SUBMITTER: Isokuortti J 

PROVIDER: S-EPMC8171316 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature

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Expanding excitation wavelengths for azobenzene photoswitching into the near-infrared range <i>via</i> endothermic triplet energy transfer.

Isokuortti Jussi J   Kuntze Kim K   Virkki Matti M   Ahmed Zafar Z   Vuorimaa-Laukkanen Elina E   Filatov Mikhail A MA   Turshatov Andrey A   Laaksonen Timo T   Priimagi Arri A   Durandin Nikita A NA  

Chemical science 20210427 21


Developing azobenzene photoswitches capable of selective and efficient photoisomerization by long-wavelength excitation is an enduring challenge. Herein, rapid isomerization from the <i>Z</i>- to <i>E</i>-state of two <i>ortho</i>-functionalized bistable azobenzenes with near-unity photoconversion efficiency was driven by triplet energy transfer upon red and near-infrared (up to 770 nm) excitation of porphyrin photosensitizers in catalytic micromolar concentrations. We show that the process of t  ...[more]

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