Cleavage of olefinic double bonds by mediated anodic oxidation
Cleavage of olefinic double bonds by mediated anodic oxidation
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DOI：
10.1016/s0013-4686(02)00715-6
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发表时间：
2003-01-15
影响因子：
6.6
通讯作者：
Schäfer, HJ
中科院分区：
文献类型：
--
作者：
Bäumer, US;Schäfer, HJ
以IO_4 ~-/RuCl_3为介体，用间接阳极氧化法将1-癸烯、油酸甲酯、环十二烯、异癸烯等7种烯烃裂解为羧酸。最好的性能实现了两个替代的细胞外的方法。高碘酸盐在PbO 2/Ti阳极的分隔电池中从碘酸盐再生。在化学反应器中，烯烃和生成的羧酸被固定在Chromosorb W上的色谱柱中，并在CH 3CN/水中用IO 4-/RuO 4氧化。在替代方案中，烯烃在通过超声处理产生的乳液中被氧化，并且有机相通过分离器保留在反应器中。以61-91%的化学产率和良好的电流产率获得酸和二酸。消耗的高碘酸盐的量可以减少到小于化学氧化所需量的5%。烯烃的介导阳极裂解是臭氧分解的一种有趣的替代方法。(C)2002爱思唯尔科技有限公司。保留所有权利。
Seven alkenes, e.g. 1-decene, methyl oleate, cyclododecene, norbornene, are cleaved by indirect anodic oxidation with IO4-/RuCl3 as mediator to carboxylic acids. The best performance was achieved with two alternative ex cell-methods. Periodate is regenerated from iodate in a divided cell at a PbO2/Ti-anode. In the chemical reactor alkene and the produced carboxylic acid are immobilized in a chromatography column on Chromosorb W and oxidized with IO4-/RuO4 in CH3CN/water. In the alternative version the alkene is oxidized in an emulsion generated by sonication and the organic phase is-retained in the reactor by a separator. Acids and diacids are obtained in 61-91% chemical yield and good current yields. The amount of consumed periodate can be reduced to less than 5% of the amount needed for the chemical oxidation. The mediated anodic cleavage of alkenes is altogether an interesting alternative to ozonolysis. (C) 2002 Elsevier Science Ltd. All rights reserved.