Synthesis of arylamines and N-heterocycles by direct catalytic nitrogenation using N2

Kai Wang, Zi-Hao Deng, Si-Jun Xie, Dan-Dan Zhai, Hua-Yi Fang and Zhang-Jie Shi ()
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Kai Wang: Fudan University
Zi-Hao Deng: Fudan University
Si-Jun Xie: Fudan University
Dan-Dan Zhai: Fudan University
Hua-Yi Fang: Fudan University
Zhang-Jie Shi: Fudan University

Nature Communications, 2021, vol. 12, issue 1, 1-7

Abstract: Abstract Ammonia and nitric acid are two key platform chemicals to introduce nitrogen atoms into organic molecules in chemical industry. Indeed, nitric acid is mostly produced through the oxidation of ammonia. The ideal nitrogenation would involve direct use of dinitrogen (N2) as a N source to construct N-containing organic molecules. Herein, we report an example of direct catalytic nitrogenation to afford valuable diarylamines, triarylamines, and N-heterocycles from easily available organohalides using dinitrogen (N2) as the nitrogen source in a one-pot/two-step protocol. With this method, 15N atoms are easily incorporated into organic molecules. Structurally diversified polyanilines are also generated in one pot, showing great potential for materials chemistry. In this protocol, lithium nitride, generated in situ with the use of lithium as a reductant, is confirmed as a key intermediate. This chemistry provides an alternative pathway for catalytic nitrogenation to synthesize highly valuable N-containing chemicals from dinitrogen.

Date: 2021
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DOI: 10.1038/s41467-020-20270-5

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