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Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
Pd/C-catalyzed dechlorination of polychlorinated biphenyls under hydrogen gas-free conditions
Shinji Ishihara1, Akiko Ido, Yasunari Monguchi
1Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25-1 Daigaku-nishi, Gifu 501-1196, Japan.
Abstract:
The simultaneous use of catalytic amount of palladium on carbon (Pd/C) and Mg metal (1.5-2.0 equiv vs. Cl numbers of the substrates) in MeOH achieved the complete dechlorination of a variety of aryl chlorides at room temperature under a nitrogen atmosphere in the absence of hydrogen gas. The present method could be successfully used for the detoxification of PCBs based on the dechlorination reaction. Both virgin PCBs, such as Aroclors 1242, 1248 and 1254, and used PCBs as a high-tension capacitor oil, were smoothly dechlorinated into harmless biphenyl without any byproducts within 2h at rt. The distinctive features of this method are convenience and safety due to no needs for the pretreatment of catalyst and Mg and complete degradation of PCBs under mild conditions without hydrogen gas.
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