Acridine‐functionalized covalent organic frameworks (COFs) as photocatalysts for metallaphotocatalytic C−N cross‐coupling

Traxler M, Gisbertz S, Pachfule P, Schmidt J, Roeser J, Reischauer S, Rabeah J, Pieber B, Thomas A. 2022. Acridine‐functionalized covalent organic frameworks (COFs) as photocatalysts for metallaphotocatalytic C−N cross‐coupling. Angewandte Chemie International Edition. 61(21), e202117738.

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Author
Traxler, Michael; Gisbertz, Sebastian; Pachfule, Pradip; Schmidt, Johannes; Roeser, Jérôme; Reischauer, Susanne; Rabeah, Jabor; Pieber, BartholomäusISTA ; Thomas, Arne
Abstract
Covalent organic frameworks (COFs) are structurally tuneable, porous and crystalline polymers constructed through the covalent attachment of small organic building blocks as elementary units. Using the myriad of such building blocks, a broad spectrum of functionalities has been applied for COF syntheses for broad applications, including heterogeneous catalysis. Herein, we report the synthesis of a new family of porous and crystalline COFs using a novel acridine linker and benzene-1,3,5-tricarbaldehyde derivatives bearing a variable number of hydroxy groups. With the broad absorption in the visible light region, the COFs were applied as photocatalysts in metallaphotocatalytic C−N cross-coupling. The fully β-ketoenamine linked COF showed the highest activity, due to the increased charge separation upon irradiation. The COF showed good to excellent yields for several aryl bromides, good recyclability and even catalyzed the organic transformation in presence of green light as energy source.
Publishing Year
Date Published
2022-05-16
Journal Title
Angewandte Chemie International Edition
Publisher
Wiley
Volume
61
Issue
21
Article Number
e202117738
ISSN
eISSN
IST-REx-ID

Cite this

Traxler M, Gisbertz S, Pachfule P, et al. Acridine‐functionalized covalent organic frameworks (COFs) as photocatalysts for metallaphotocatalytic C−N cross‐coupling. Angewandte Chemie International Edition. 2022;61(21). doi:10.1002/anie.202117738
Traxler, M., Gisbertz, S., Pachfule, P., Schmidt, J., Roeser, J., Reischauer, S., … Thomas, A. (2022). Acridine‐functionalized covalent organic frameworks (COFs) as photocatalysts for metallaphotocatalytic C−N cross‐coupling. Angewandte Chemie International Edition. Wiley. https://doi.org/10.1002/anie.202117738
Traxler, Michael, Sebastian Gisbertz, Pradip Pachfule, Johannes Schmidt, Jérôme Roeser, Susanne Reischauer, Jabor Rabeah, Bartholomäus Pieber, and Arne Thomas. “Acridine‐functionalized Covalent Organic Frameworks (COFs) as Photocatalysts for Metallaphotocatalytic C−N Cross‐coupling.” Angewandte Chemie International Edition. Wiley, 2022. https://doi.org/10.1002/anie.202117738.
M. Traxler et al., “Acridine‐functionalized covalent organic frameworks (COFs) as photocatalysts for metallaphotocatalytic C−N cross‐coupling,” Angewandte Chemie International Edition, vol. 61, no. 21. Wiley, 2022.
Traxler M, Gisbertz S, Pachfule P, Schmidt J, Roeser J, Reischauer S, Rabeah J, Pieber B, Thomas A. 2022. Acridine‐functionalized covalent organic frameworks (COFs) as photocatalysts for metallaphotocatalytic C−N cross‐coupling. Angewandte Chemie International Edition. 61(21), e202117738.
Traxler, Michael, et al. “Acridine‐functionalized Covalent Organic Frameworks (COFs) as Photocatalysts for Metallaphotocatalytic C−N Cross‐coupling.” Angewandte Chemie International Edition, vol. 61, no. 21, e202117738, Wiley, 2022, doi:10.1002/anie.202117738.
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