Using Color to Control Conformation in a Chemical System Containing Multiple Tricyanofuran Photoacids

Abstract Color vision relies on selective, reversible isomerization by visible light of a mixture of retinyl chromophores in photoreceptor cells. Synthetic molecular mimics of this wavelength‐dependent induction of function are rare, despite the attractiveness of controlling chemical processes solely by the wavelength of incident light. Here, we report a color‐responsive chemical system that is composed of a cationic receptor complex, two competing chiral anionic ligands, and two metastable photoacids with contrasting absorption properties. Tricyanofuran photoacids are synthesized with absorption maxima of varying wavelengths across the whole visible spectrum. Protons released by the photoacids upon selective irradiation reversibly mask the more basic receptor‐bound ligand, leading to ligand exchange that can be observed as a shift in the circular dichroism (CD) spectrum of the reporter complex. A ≈90 nm separation between the absorbance maxima of the photoacids allowed each to be selectively photoisomerized in the presence of the other. The concentration of released protons, and hence the magnitude of the shift in CD response, are controlled by changing the wavelength of the incident visible light. Different output behaviors (OR/AND logic gates and wavelength detection) are programmed into the system by varying the relative proportions of the photoacids.

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Publication Details

Journal
Angewandte Chemie
Published
2025-03-11
DOI
https://doi.org/10.1002/ange.202502437
Primary Topic
Photochromic and Fluorescence Chemistry
Type
article
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article

Using Color to Control Conformation in a Chemical System Containing Multiple Tricyanofuran Photoacids

Sofja Tshepelevitsh, Jonathan Clayden, Ivo Leito, Matthew M. Wootten
Angewandte Chemie
Photochromic and Fluorescence Chemistry
article

Using Color to Control Conformation in a Chemical System Containing Multiple Tricyanofuran Photoacids

Sofja Tshepelevitsh, Jonathan Clayden, Ivo Leito, Matthew M. Wootten
article en

Abstract

Abstract Color vision relies on selective, reversible isomerization by visible light of a mixture of retinyl chromophores in photoreceptor cells. Synthetic molecular mimics of this wavelength‐dependent induction of function are rare, despite the attractiveness of controlling chemical processes solely by the wavelength of incident light. Here, we report a color‐responsive chemical system that is composed of a cationic receptor complex, two competing chiral anionic ligands, and two metastable photoacids with contrasting absorption properties. Tricyanofuran photoacids are synthesized with absorption maxima of varying wavelengths across the whole visible spectrum. Protons released by the photoacids upon selective irradiation reversibly mask the more basic receptor‐bound ligand, leading to ligand exchange that can be observed as a shift in the circular dichroism (CD) spectrum of the reporter complex. A ≈90 nm separation between the absorbance maxima of the photoacids allowed each to be selectively photoisomerized in the presence of the other. The concentration of released protons, and hence the magnitude of the shift in CD response, are controlled by changing the wavelength of the incident visible light. Different output behaviors (OR/AND logic gates and wavelength detection) are programmed into the system by varying the relative proportions of the photoacids.

Angewandte ChemieVol. 137(21)
University of Bristol (GB), University of Tartu (EE)
Openalex Percentile: Top 97%
Photochromic and Fluorescence Chemistry
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Using Color to Control Conformation in a Chemical System Containing Multiple Tricyanofuran Photoacids — Sofja Tshepelevitsh, Jonathan Clayden, et al. · Angewandte Chemie (2025) | TGRS Research Map | TGRS