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Citation: XIN Bing-Wei. Effect of Water on Arylboronic Acid Mediated Cross-Coupling Reaction[J]. Chinese Journal of Applied Chemistry, ;2008, 25(8): 895-898. shu

Effect of Water on Arylboronic Acid Mediated Cross-Coupling Reaction

XIN Bing-Wei ^,

1.
Department of Chemistry, Dezhou College, Dezhou 253023

Corresponding author: XIN Bing-Wei,
Received Date: 9 August 2007
Available Online: 10 October 2007
Fund Project: 国家自然科学基金资助项目(20571063) (20571063)

We studied the effect of water on the palladium acetate-catalyzed coupling reaction of aryl boronic acid with aryl bromide or acyl chloride in ionic liquid or PEG, and found that water had a remarkable rate accelerating effect on the Suzuki reaction and Suzuki-Type reaction when other reaction conditions were uniform. The ratio of water to IL or PEG was pivotal to the reaction, and the optimal ratio of water to IL or PEG was different to the Suzuki and Suzuki-Type reactions. When the ratio of [bmim][PF₆] and water was 3:1, the best yield of 99% of Suzuki reaction was achieved, while the optimal ratio of [bmim][BF₄] to water was 3:3(93%). The Suzuki-Type reaction delivered the good yield of 82% in the [bmim][PF₆]-H₂O system when the mass ratio of [bmim][PF₆] to water was 3:2.5, while in the PEG-H₂O system, the optimal ratio of PEG to water was 3:3(yield was 94%). The possible mechanism of water influence on the cross-coupling reaction was discussed.
- water,
- ionic liquids(ILs),
- polyethylene glycol(PEG),
- arylboronic acid,
- Suzuki reaction,
- Suzuki-Type reaction
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