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Base-free Pd-MOF catalyzed the Suzuki-Miyaura cross-coupling reaction of arenediazonium tetrafluoroborate salts with arylboronic acids
Institution:1. Department of Chemistry, Science and Research Branch, Islamic Azad University, P.O. Box 14515/775, Tehran, Iran;2. Department of Chemistry, Research Laboratory of Green Organic Synthesis & Polymers, Iran University of Science and Technology, P.O. Box 16846-13114, Tehran, Iran;1. Research Laboratory of Green Organic Synthesis & Polymers, Department of Chemistry, Iran University of Science and Technology, P.O. Box 16846-13114 Tehran, Islamic Republic of Iran;2. Department of Chemistry, Faculty of Basic Sciences, Science and Research Branch, Islamic Azad University, Tehran, Islamic Republic of Iran;1. The Key Laboratory of Inorganic Molecule-Based Chemistry of Liaoning Province, Shenyang University of Chemical Technology, Shenyang 110142, China;2. Institute of Organic Chemistry, Romanian Academy, Bucharest 060023, Romania
Abstract:A convenient and environmental benign synthesis of biaryls has been demonstrated by a straightforward reaction catalyzed by the palladium-containing metal-organic framework (Pd-MOF) Pd (2-pymo)2]n (2-pymo = 2-pyrimidinolate). A series of functionalized biaryl derivatives have been synthesized in good to excellent yields by the Suzuki-miyaura cross-couplings of sustainable arenediazonium salts with a variety of arylboronic acids and the reactions were catalyzed by the Pd-MOF using methanol as a benign solvent. Those base- and additive-free catalytic reactions proceeded smoothly under non-anhydrous and non-degassed condition. Such transformation avoided high reaction temperature, tolerated many functional groups and presented a wide substrate scope. The catalyst could be recovered by filtration and reused for four successive cycles before collapse of the MOF structure.
Keywords:Pd-MOF  Suzuki-Miyaura  Arenediazonium tetrafluoroborate salts
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