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Electrochemical coupling halobenzene into biphenyl on a reusable Pd nanoparticle-coated carbon-paper electrode at ambient conditions.

Authors :
Wang, Chao-Nan
Lu, Yong-Heng
Liu, Yue
Liu, Jun
Yang, Yao-Yue
Zhao, Zhi-Gang
Source :
New Journal of Chemistry. 2/28/2021, Vol. 45 Issue 8, p3997-4003. 7p.
Publication Year :
2021

Abstract

Electrochemical organic synthesis (EOS) employing electrons to directly activate the reactants can readily complete the chemical conversion under mild conditions. Here, it presented an efficient electrochemical coupling halobenzene into biphenyl on a Pd nanoparticle-coated cathode. The biphenyl product can be obtained with a yield up to 77% at 35 mA, 6 h (3.9 F mol−1). In addition, after consecutive fifth run of the coupling reaction, the yield still remained at ca. 40%, suggesting its considerable recyclable capacity. In addition, the preliminary kinetics study via the off-line gas chromatography analysis of the reaction mixture shows a two-section reaction process, including the introduction process (IP) and fast conversion process (FCP). Further, the estimated reaction kinetics constant value of 0.196 min−1 for FCP suggests a more effective conversion than that obtained by the previous study. This study adopts a simple way to fabricate a low-cost and reusable Pd electrode, achieving a high-efficiency electrochemical strategy for the Ullmann-type coupling reaction at mild conditions, and holds a great promise to extend this synthesis route to other important organic synthesis. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
11440546
Volume :
45
Issue :
8
Database :
Academic Search Index
Journal :
New Journal of Chemistry
Publication Type :
Academic Journal
Accession number :
148978227
Full Text :
https://doi.org/10.1039/d0nj06027e