Photoelectrochemical Ni-catalyzed cross-coupling of aryl bromides with amine at ultra-low potential

Jinghao Wang, Siyang Li, Caoyu Yang, Huiwen Gao, Lulu Zuo, Zhiyu Guo, Pengqi Yang, Yuheng Jiang, Jian Li (), Li-Zhu Wu () and Zhiyong Tang ()
Additional contact information
Jinghao Wang: National Center for Nanoscience and Technology
Siyang Li: National Center for Nanoscience and Technology
Caoyu Yang: National Center for Nanoscience and Technology
Huiwen Gao: National Center for Nanoscience and Technology
Lulu Zuo: National Center for Nanoscience and Technology
Zhiyu Guo: National Center for Nanoscience and Technology
Pengqi Yang: National Center for Nanoscience and Technology
Yuheng Jiang: National Center for Nanoscience and Technology
Jian Li: University of Chinese Academy of Sciences
Li-Zhu Wu: University of Chinese Academy of Sciences
Zhiyong Tang: National Center for Nanoscience and Technology

Nature Communications, 2024, vol. 15, issue 1, 1-8

Abstract: Abstract Photoelectrochemical (PEC) cell is an ideal platform for organic transformation because of its green benefits and minimal energy consumption. As an emerging methodology, the reaction types of photoelectrocatalytic organic synthesis (PECOS) are limited to simple oxidation and C–H activation at current stage. Metal catalysis for the construction of C(sp2)–N bonds has not been touched yet in PECOS. We introduce here a PEC method that successfully engages Ni catalysis for the mild production of aniline derivatives. Experimental and computational investigations elucidate that the addition of photoanode-generated amine radical to Ni catalyst avoids the sluggish nucleophilic attack, enabling the reaction to proceed at an ultra-low potential (–0.4 V vs. Ag/AgNO3) and preventing the overoxidation of products in conventional electrochemical synthesis. This synergistic catalysis strategy exhibits good functional group tolerance and wide substrate scope on both aryl halides and amines, by which some important natural products and pharmaceutical chemicals have been successfully modified.

Date: 2024
References: View references in EconPapers View complete reference list from CitEc
Citations:

Downloads: (external link)
https://www.nature.com/articles/s41467-024-51333-6 Abstract (text/html)

Related works:
This item may be available elsewhere in EconPapers: Search for items with the same title.

Export reference: BibTeX RIS (EndNote, ProCite, RefMan) HTML/Text

Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:15:y:2024:i:1:d:10.1038_s41467-024-51333-6

Ordering information: This journal article can be ordered from
https://www.nature.com/ncomms/

DOI: 10.1038/s41467-024-51333-6

Access Statistics for this article

Nature Communications is currently edited by Nathalie Le Bot, Enda Bergin and Fiona Gillespie

More articles in Nature Communications from Nature
Bibliographic data for series maintained by Sonal Shukla () and Springer Nature Abstracting and Indexing ().