OXIDATION BY METAL SALTS .8. DECOMPOSITION OF CERIC CARBOXYLATES IN PRESENCE OF OLEFINS AND AROMATIC HYDROCARBONS
OXIDATION BY METAL SALTS .8. DECOMPOSITION OF CERIC CARBOXYLATES IN PRESENCE OF OLEFINS AND AROMATIC HYDROCARBONS
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DOI：
10.1021/ja00733a036
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发表时间：
1971-01-01
影响因子：
15
通讯作者：
DESSAU, RM
中科院分区：
文献类型：
--
作者：
HEIBA, EI;DESSAU, RM
以羧酸铈与烯烃和芳烃的反应为工具，研究了羧酸铈的分解机理。两种不同的还原机理被建立：（1）涉及羧烷基自由基的非脱羧途径，在羧酸铈的热分解中起作用;（2）释放烷基自由基和二氧化碳的脱羧途径，在羧酸铈的光化学还原中占主导地位。羧酸铈与烯烃和芳烃的反应也被证明具有广泛的合成用途，特别是对于α-内酯和芳基乙酸的简便制备。
The reactions of ceric carboxylates with olefins and aromatic hydrocarbons were used as tools for studying the decomposition mechanisms of these carboxylates. Two distinct reduction mechanisms were es-tablished:(1) a nondecarboxylative pathway involving carboxyalkyl radicals, operative in the thermal decompo-sition of ceric carboxylates, and (2) a decarboxylative pathway liberating alkyl radicals and carbon dioxide, which was found to be dominant in the photochemical reduction of ceric carboxylates. These reactions of ceric car-boxylates with olefins and aromatic hydrocarbons were also shown to have broad synthetic utility especially for the facile preparation of-lactones and arylacetic acids.