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Programmable Photocatalytic Activity of Multicomponent Covalent Organic Frameworks Used as Metallaphotocatalysts
Author(s) -
Traxler Michael,
Reischauer Susanne,
Vogl Sarah,
Roeser Jérôme,
Rabeah Jabor,
Penschke Christopher,
Saalfrank Peter,
Pieber Bartholomäus,
Thomas Arne
Publication year - 2023
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202202967
Subject(s) - bifunctional , catalysis , covalent bond , heteroatom , covalent organic framework , photocatalysis , enamine , chemistry , nickel , combinatorial chemistry , photochemistry , materials science , organic chemistry , alkyl
Abstract The multicomponent approach allows to incorporate several functionalities into a single covalent organic framework (COF) and consequently allows the construction of bifunctional materials for cooperative catalysis. The well‐defined structure of such multicomponent COFs is furthermore ideally suited for structure‐activity relationship studies. We report a series of multicomponent COFs that contain acridine‐ and 2,2’‐bipyridine linkers connected through 1,3,5‐benzenetrialdehyde derivatives. The acridine motif is responsible for broad light absorption, while the bipyridine unit enables complexation of nickel catalysts. These features enable the usage of the framework materials as catalysts for light‐mediated carbon−heteroatom cross‐couplings. Variation of the node units shows that the catalytic activity correlates to the keto‐enamine tautomer isomerism. This allows switching between high charge‐carrier mobility and persistent, localized charge‐separated species depending on the nodes, a tool to tailor the materials for specific reactions. Moreover, nickel‐loaded COFs are recyclable and catalyze cross‐couplings even using red light irradiation.