Electrochemical recycling of benzoquinone in the Pd/benzoquinone-catalyzed Heck-type reactions from arenes

Electrochemical recycling of benzoquinone in the Pd/benzoquinone-catalyzed Heck-type reactions from arenes
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DOI:
10.1002/adsc.200600389
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发表时间:
2007-02-01
影响因子:
5.4
通讯作者:
Jutand, Anny
Jutand, Anny
中科院分区:
化学2区
文献类型:
--
作者:
Amatore, Christian;Cammoun, Chama;Jutand, Anny

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在室温下,在催化量的苯醌或氢醌存在下,芳烃 I 和烯烃(丙烯酸正丁酯、苯乙烯)在乙酸中进行了乙酸钯 (II) 催化的 Heck 型反应。通过对反应中形成的对苯二酚进行电化学氧化,使反应在苯醌中催化(用于将 Pd(0) 连续氧化成能够激活 Ar-H 键的活性 Pd(II) 物质),再将反应中形成的氢醌氧化回苯醌。
Palladium(II) acetate-catalyzed Heck-type reactions have been performed from the arene I and alkenes (n-butyl acrylate, styrene) in acetic acid at room temperature, in the presence of a catalytic amount of benzoquinone or hydroquinone. The reactions have been made catalytic in benzoquinone [which is used to continuously oxidize the Pd(0) into to the active Pd(II) species able to activate the Ar-H bond] by the electrochemical oxidation of hydroquinone, formed in the reaction, back to benzoquinone.