The production of N,N-dialkyl arylamines is relevant for a range of high-value materials such as pharmaceuticals, agrochemicals and organic materials. In general, these molecules are assembled via multiple pre-functionalization steps of the aromatic compound and a subsequent cross-coupling with the arylamine under harsh conditions. In this manuscript, we develop a more sustainable and efficient method for the direct C–H amination of arenes and alkylamines using Ru(bipy)32+ entrapped in the supercages of a faujasite support (CBV-100). This creates a heterogeneous photocatalyst that can be used under visible light irradiation. Furthermore, the mesomeric and/or inductive effects of the substituent groups on the arene coupling partner are thoroughly investigated using Hammett plots, leading to a rationally guided solvent selection (HFIP or CH3CN). Using reduced reaction temperatures (
Bibliographical noteKAUST Repository Item: Exported on 2023-07-04
Acknowledged KAUST grant number(s): OSR-2018-CRG7-3741.2
Acknowledgements: The research leading to these results has received funding from the KAUST-CRG Program (OSR-2018-CRG7-3741.2). K. J. and D. E. D. V. thank FWO for project funding (grant no. G0F2320N). We acknowledge the SUPERXAS beamline at Swiss Light sourc (SLS, Switzerland) for providing the beamtime and Dr. Aram Bugaev for the professional support during the measurements. V. L. is thanking Carlos Marquez for the ICP-OES measurements.
ASJC Scopus subject areas
- Environmental Chemistry