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An Integrated Carbon Nitride-Nickel Photocatalyst for the Amination of Aryl Halides using Sodium Azide.

Accepted version
Peer-reviewed

Type

Article

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Authors

Vijeta, Arjun 
Casadevall, Carla 

Abstract

The synthesis of primary anilines via sustainable methods remains a challenge in organic synthesis. We report a photocatalytic protocol for the selective synthesis of primary anilines via cross-coupling of a wide range of aryl/heteroaryl bromides with sodium azide using a photocatalyst powder consisting of nickel(II) deposited on mesoporous carbon nitride (Ni-mpg-CN x ) . This heterogeneous photocatalyst contains a high surface area with a visible light-absorbing and adaptive 'built-in' solid-state ligand for the integrated catalytic Ni site. The method displays a high functional group tolerance, requires mild reaction conditions, and benefits from easy recovery and reuse of the photocatalyst powder. Thereby, it overcomes the need of complex ligand scaffolds required in homogeneous catalysis, precious metals and elevated temperatures/pressures in existing protocols of primary anilines synthesis. The reported heterogeneous Ni-mpg-CN x holds potential for applications in the academic and industrial synthesis of anilines and exploration of other photocatalytic transformations.

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Keywords

Journal Title

Angew Chem Int Ed Engl

Conference Name

Journal ISSN

1433-7851
1521-3773

Volume Title

Publisher

Wiley
Sponsorship
Engineering and Physical Sciences Research Council (EP/S025308/1)
European Commission Horizon 2020 (H2020) Marie Sk?odowska-Curie actions (890745)