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Synfacts 2022; 18(09): 1003
DOI: 10.1055/s-0041-1738292
Polymer-Supported Synthesis

Photocatalytic Synthesis of Primary Aryl Amines from Aryl Halides and Sodium Azide by Ni on Carbon Nitride

Contributor(s):
Yasuhiro Uozumi
,
Teruki Takahashi
Vijeta A, Casadevall C, Reisner E. * University of Cambridge, UK
An Integrated Carbon Nitride–Nickel Photocatalyst for the Amination of Aryl Halides Using Sodium Azide.

Angew. Chem. Int. Ed. 2022;
61: e202203176
DOI: 10.1002/anie.202203176.
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Key words

photocatalysis - nickel catalysis - carbon nitride - amination - sodium azide - aryl amines

Significance

A nickel-deposited mesoporous carbon nitride (Ni-mpg-CNx) catalyzed the amination of aryl bromides with sodium azide in aqueous methanol in the presence of triethylamine as a base/electron donor under visible-light irradiation to give the corresponding primary aryl amines in ≤87% yield.


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Comment

The authors have previously reported the preparation of Ni-mpg-CN x and its application in the etherification of aryl halides with alcohols (Angew. Chem. Int. Ed. 2021, 60, 8494). In the reaction of 4-bromobenzonitrile, the catalyst was recovered by centrifugation and reused three times with a gradual loss of its catalytic activity (fresh: 84% yield; 4th run: 75% yield).


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Publication History

Article published online:
18 August 2022

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