Direct conversion of benzene to hydroquinone. Cooperative action of copper(I) ion and dioxygen

Direct conversion of benzene to hydroquinone. Cooperative action of copper(I) ion and dioxygen
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苯直接转化为氢醌。

DOI:
10.1021/jo00237a013
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发表时间:
1988
影响因子:
3.6
通讯作者:
K. Sasaki
K. Sasaki
中科院分区:
化学2区
文献类型:
--
作者:
S. Ito;A. Kunai;H. Okada;K. Sasaki

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被引文献

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HCl/PhOH)随溶液pH的变化而显著变化,在pH 1.3时n = 0.4,在pH 3.5时n= 6)。通过比较几种不同方法如射线辐解或芬顿反应产生的OH自由基的反应活性,对影响n值的因素进行了广泛的研究。只有当氧和Cu(I)离子同时存在于反应介质中时,才能获得非常高的n值。所有的实验结果都与涉及几个连续的中间体,羟基环己二烯基自由基,其氧加合物(过氧自由基),和过氧自由基的还原产物(过氧化氢)的机制是一致的。氧是产生过氧自由基所必需的,Cu(I)离子是产生氢过氧化物所必需的。还讨论了pH效应的一种较为复杂的行为。
HQ/PhOH) varies substantially with the change in the solution pH in= 0.4 at pH 1.3 and n= 6 at pH 3.5). Factors affecting the n value have been studied extensively by comparing reactivites of OH radical generated in several different means such as-ray radiolysis or Fenton’s reaction. Extraneously high n values were only obtained when both oxygen and Cu (I) ion were present simultaneously in the reaction media. All of the experimental findings are consistent with the mechanism that involves several successive intermediates, hydroxycyclohexadienyl radical, its oxygen adduct (peroxy radical), and the reducton product of the peroxy radical (hydroperoxide). Oxygen is necessary to produce peroxy radical and Cu (I) ion to produce hydroperoxide. A somewhat complex behavior of pH effect has also been discussed.