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Catalytic properties of high nitrogen content carbonaceous materials

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Lepre,  Enrico       
Nieves Lopez Salas, Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Rat,  Sylvain
Sylvain Rat, Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Cavedon,  Cristian
Bartholomäus Pieber, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Seeberger,  Peter H.       
Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Pieber,  Bartholomäus       
Bartholomäus Pieber, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Antonietti,  Markus       
Markus Antonietti, Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Lopez Salas,  Nieves       
Nieves Lopez Salas, Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Citation

Lepre, E., Rat, S., Cavedon, C., Seeberger, P. H., Pieber, B., Antonietti, M., et al. (2023). Catalytic properties of high nitrogen content carbonaceous materials. Angewandte Chemie International Edition, 62(2): e202211663. doi:10.1002/anie.202211663.


Cite as: https://hdl.handle.net/21.11116/0000-000B-5AC5-2
Abstract
The influence of structural modifications on the catalytic activity of carbon materials is poorly understood. A collection of carbonaceous materials with different pore networks and high nitrogen content was characterized and used to catalyze four reactions to deduce structure-activity relationships. The CO<sub>2</aub> cycloaddition and Knoevenagel reaction depend on Lewis basic sites (electron-rich nitrogen species). The absence of large conjugated carbon domains resulting from the introduction of large amounts of nitrogen in the carbon network is responsible for poor redox activity, as observed through the catalytic reduction of nitrobenzene with hydrazine and the catalytic oxidation of 3,3',5,5'-tetramethylbenzidine using hydroperoxide. The material with the highest activity towards Lewis acid catalysis (in the hydrolysis of (dimethoxymethyl)benzene to benzaldehyde) is the most effective for small molecule activation and presents the highest concentration of electron-poor nitrogen species.