Diblock Copolypeptoid Micelles as Platform for Aqueous Photoredox Cyanation of Arenes

Micellar catalysis offers a sustainable and effective alternative to traditional systems. This study introduces a micellar platform based on the amphiphilic diblock copolypeptoid poly(<i>N</i>-methyl glycine)-<i>block</i>-poly(<i>N</i>-n-propyl glycine) for direct arene cyanation in water. The polymer was used to encapsulate the photoredox catalyst 3,6-di-<i>tert</i>-butyl-9-mesityl-10-phenylacridinium tetrafluoroborate (Mes-Acr-Ph<sup>+</sup>), forming core-shell nanostructures, as confirmed by dynamic light scattering (DLS) and cryogenic transmission electron microscopy (cryo-TEM). Under visible light irradiation, micellar core confinement activates the catalytic performance of Mes-Acr-Ph<sup>+</sup>, enabling selective C-H cyanation of diverse arenes in water. Recycling experiments demonstrate the stability and reusability of the micelles, highlighting their potential for scalable photoredox applications. This strategy advances aqueous photoredox catalysis by addressing longstanding challenges in catalyst solubility, reactivity, aggregation, close proximity, and reaction control.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2025-08-04
DOI
https://doi.org/10.1021/jacs.5c07882
Citations
2
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
1.87

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article

Diblock Copolypeptoid Micelles as Platform for Aqueous Photoredox Cyanation of Arenes

Mitra Esfandiari, Nora Kulak, Helmut Schlaad, Afshin Nabiyan et al.
2 citations
Journal of the American Chemical Society
Radical Photochemical Reactions
1.87
article

Diblock Copolypeptoid Micelles as Platform for Aqueous Photoredox Cyanation of Arenes

Mitra Esfandiari, Nora Kulak, Helmut Schlaad, Afshin Nabiyan, Petra Wendler, Jakob Ruickoldt
article en
2 citations

Abstract

Micellar catalysis offers a sustainable and effective alternative to traditional systems. This study introduces a micellar platform based on the amphiphilic diblock copolypeptoid poly(<i>N</i>-methyl glycine)-<i>block</i>-poly(<i>N</i>-n-propyl glycine) for direct arene cyanation in water. The polymer was used to encapsulate the photoredox catalyst 3,6-di-<i>tert</i>-butyl-9-mesityl-10-phenylacridinium tetrafluoroborate (Mes-Acr-Ph<sup>+</sup>), forming core-shell nanostructures, as confirmed by dynamic light scattering (DLS) and cryogenic transmission electron microscopy (cryo-TEM). Under visible light irradiation, micellar core confinement activates the catalytic performance of Mes-Acr-Ph<sup>+</sup>, enabling selective C-H cyanation of diverse arenes in water. Recycling experiments demonstrate the stability and reusability of the micelles, highlighting their potential for scalable photoredox applications. This strategy advances aqueous photoredox catalysis by addressing longstanding challenges in catalyst solubility, reactivity, aggregation, close proximity, and reaction control.

Journal of the American Chemical SocietyVol. 147(32)
University of Potsdam (DE)
Deutsche Forschungsgemeinschaft
Clean water and sanitation
Openalex Percentile: Top 14%
Radical Photochemical Reactions
1.87
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Diblock Copolypeptoid Micelles as Platform for Aqueous Photoredox Cyanation of Arenes — Mitra Esfandiari, Nora Kulak, et al. · Journal of the American Chemical Society (2025) | TGRS Research Map | TGRS