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  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., et al. (2022). Acridine functionalized covalent organic frameworks (COFs) as photocatalysts for metallaphotocatalytic C–N cross-coupling. Angewandte Chemie International Edition, 61(21): e202117738. doi:10.1002/anie.202117738.

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 Creators:
Traxler, Michael, Author
Gisbertz, Sebastian1, Author              
Pachfule, Pradip, Author
Schmidt, Johannes, Author
Roeser, Jérôme, Author
Reischauer, Susanne1, Author              
Rabeah, Jabor, Author
Pieber, Bartholomäus1, Author              
Thomas, Arne, Author
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1Bartholomäus Pieber, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_2522692              

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Free keywords: Covalent organic frameworks; Photoredox; Catalysis; C-N cross-coupling; acridine
 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 catalysed the organic transformation in presence of green light as energy source.

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Language(s): eng - English
 Dates: 2022-02-212022
 Publication Status: Published in print
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Title: Angewandte Chemie International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 61 (21) Sequence Number: e202117738 Start / End Page: - Identifier: ISSN: 1433-7851

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Title: Angewandte Chemie
  Abbreviation : Angew. Chem.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 134 (21) Sequence Number: e202117738 Start / End Page: - Identifier: ISSN: 0044-8249