A moderate and efficient method for oxidation of ethylbenzene with hydrogen peroxide catalyzed by 8-quinolinolato manganese(III) complexes

A moderate and efficient method for oxidation of ethylbenzene with hydrogen peroxide catalyzed by 8-quinolinolato manganese(III) complexes
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8-羟基喹啉锰(III)配合物催化过氧化氢温和高效氧化乙苯的方法

DOI:
10.1016/j.molcata.2010.08.008
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发表时间:
2010-10
影响因子:
--
通讯作者:
He, Xiangling
He, Xiangling
中科院分区:
化学2区
文献类型:
--
作者:
Wu, Youyu;Liu, Fenglan;Lu, Chunli;Fu, Zaihui;Liu, Yachun;Yin, Dulin;Qin, Jinwei;He, Xiangling

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在30℃的丙酮-水介质中,以六齿8-喹啉锰(III)配合物(Q3MnIII)为催化剂,研究了30%过氧化氢(H_2O_2)氧化乙苯的反应。结果表明,以乙酸铵和醋酸为添加剂的Q3MnIII络合物选择性地催化乙苯在仲碳原子上的侧链氧化,生成主要产物苯乙酮。在所考察的Q3MnIII络合物中,5,7-二溴的Q3MnIII催化剂活性最高,在最佳反应条件下,乙苯转化率为26.1%,氧化产率为65%。详细考察了各反应参数对反应的影响。基于UV-Vis光谱,提出了Q3MnIII催化体系的自由基机理。
The oxidation of ethylbenzene with 30% aqueous hydrogen peroxide (H2O2) in an acetone–water medium at 30°C was investigated using hexadentate 8-quinolinolato manganese(III) complexes (Q3MnIII) as catalysts. The results indicated that the Q3MnIIIcomplexes, with ammonium acetate and acetic acid as additives, selectively catalyzed the side chain oxidation of ethylbenzene at secondary carbon atoms, affording acetophenone as a major product. Among the Q3MnIIIcomplexes examined, the 5,7-dibrominated Q3MnIIIcatalyst was the most active, and provided the ethylbenzene conversion of 26.1% and the oxidation yield of 65% under the optimum conditions. The influence of various parameters on the reaction was checked in detail. Based on the UV–vis spectra, a free radical mechanism for the Q3MnIIIcatalytic system was also proposed.
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