Multideuteration of Nitroaromatics by Silver-Catalyzed Hydrogen-Isotope Exchange

Jianbo Tang, Junhua Kong, Hui Xu, Zhi Jiang Jiang, Yifan She, Jianfei Bai, Bencan Tang, Jia Chen, Zhanghua Gao, Kun Gao

Research output: Journal PublicationArticlepeer-review

2 Citations (Scopus)


Silver-catalyzed deuteration of nitroaromatics has been achieved using D2O as the deuterium source. Distinct from the well-established directing group-guided hydrogen-isotope exchange, this protocol showed an interesting deuteration pattern, where considerable deuterium accumulation was observed around the aromatic rings. Controlling experiments suggested that the deuteration was initiated by a silver-promoted C-H activation. Therefore, a tentative two-stage deuteration mechanism involving aryl-silver species was proposed to explain the deuteration on meta- and para-positions.

Original languageEnglish
Pages (from-to)1560-1567
Number of pages8
JournalJournal of Organic Chemistry
Issue number3
Publication statusPublished - 3 Feb 2023

ASJC Scopus subject areas

  • Organic Chemistry


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