Synlett 2022; 33(01): 57-61
DOI: 10.1055/a-1661-3152
letter

Suzuki–Miyaura Cross-Coupling Reaction with Potassium Aryltrifluoroborate in Pure Water Using Recyclable Nanoparticle Catalyst

Misa Kawase
a   Department of Applied Chemistry, Faculty of Engineering, Osaka Institute of Technology, 5-16-1 Ohmiya, Asahi, Osaka 535-8585, Japan
,
Kyosuke Matsuoka
a   Department of Applied Chemistry, Faculty of Engineering, Osaka Institute of Technology, 5-16-1 Ohmiya, Asahi, Osaka 535-8585, Japan
,
Tsutomu Shinagawa
b   Osaka Municipal Technical Research Institute, 1-6-50 Morinomiya, Joto, Osaka, 536-8553, Japan
,
Go Hamasaka
c   Institute for Molecular Science (IMS), Higashiyama 5-1, Myodaiji, Okazaki 444-8787, Japan
,
Yasuhiro Uozumi
c   Institute for Molecular Science (IMS), Higashiyama 5-1, Myodaiji, Okazaki 444-8787, Japan
,
Osamu Shimomura
a   Department of Applied Chemistry, Faculty of Engineering, Osaka Institute of Technology, 5-16-1 Ohmiya, Asahi, Osaka 535-8585, Japan
,
a   Department of Applied Chemistry, Faculty of Engineering, Osaka Institute of Technology, 5-16-1 Ohmiya, Asahi, Osaka 535-8585, Japan
› Author Affiliations
The authors are grateful to the Nanomaterials and Microdevices Research Center (NMRC) of OIT for financial and instrumental supports. This work was supported by the Joint Studies Program of the Institute for Molecular Science.


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Abstract

This paper describes the Suzuki–Miyaura cross-coupling reaction of aryl bromides with potassium aryltrifluoroborates in water catalyzed by linear polystyrene-stabilized PdO nanoparticles (PS-PdONPs). The reaction of aryl bromides having electron-withdrawing groups or electron-donating groups took place smoothly to give the corresponding coupling product in high yields. The catalyst recycles five times without significant loss of catalytic activity although a little bit increase in size of PdNPs was observed after the reaction.

Supporting Information



Publication History

Received: 26 August 2021

Accepted after revision: 04 October 2021

Accepted Manuscript online:
04 October 2021

Article published online:
26 October 2021

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