9,10-Dihydroanthracene auto-photooxidation efficiently triggered photo-catalytic oxidation of organic compounds by molecular oxygen under visible light

被引：16

作者：

Jiang, Dabo ^{[1
,2
]}

Chen, Mengke ^{[1
,2
]}

Deng, Youer ^{[1
,2
]}

Hu, Wenwei ^{[1
,2
]}

Su, Anqun ^{[1
,2
]}

Yang, Bo ^{[1
,2
]}

Mao, Feng ^{[1
,2
]}

Zhang, Chao ^{[1
,2
]}

Liu, Yachun ^{[1
,2
]}

Fu, Zaihui ^{[1
,2
]}

机构：

[1] Hunan Normal Univ, Coll Chem & Chem Engn, Natl & Local Joint Engn Lab New Petro Chem Mat &, Minist Educ China, Changsha 410081, Hunan, Peoples R China

[2] Hunan Normal Univ, Key Lab Chem Biol & Tradit Chinese Med Res, Coll Chem & Chem Engn, Minist Educ China, Changsha 410081, Hunan, Peoples R China

来源：

MOLECULAR CATALYSIS | 2020年 / 494卷

关键词：

Ethylbenzene; Acetophenone; 9,10-dihydroanthracene; Anthraquinone; Photooxidation; BOND-DISSOCIATION ENERGIES; PHASE SELECTIVE OXIDATION; SOLVENT-FREE OXIDATION; FREE AEROBIC OXIDATION; ONE-POT CONVERSION; N-HYDROXYPHTHALIMIDE; ETHYLBENZENE; CO; ACETOPHENONE; COBALT;

D O I：

10.1016/j.mcat.2020.111127

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The development of mild and efficient process for the selective oxidation of organic compounds by molecular oxygen (O-2) can be one of the key technologies for synthesizing oxygenates. This paper discloses an efficient and mild synthesis protocol for the O-2-involved ethylbenzene (EB) photooxidation triggered by 910-dihydroanthracene (DHA) auto- photooxidation in acetone under visible light illumination, which can achieve 87.7 EB conversion and 99.5 % acetylacetone (ACP) selectivity under ambient conditions. Also, 62.9 % EB conversion and 96.3 % ACP selectivity is obtained in air atmosphere. Furthermore, this protocol has a good adaptability for the photooxidation of other organic substrates such as tetrahydronaphthalene, diphenylmethane, toluene, cyclohexane, cyclohexene, alcohol, methylfuran and thioether to their corresponding oxygenates. A series of control and quenching tests, combined with EPR spectra, suggest that the photo-excited DHA can transfer its photo-electron to O-2 to yield a superoxide radical anion (O-2(center dot-)), then DHA is preferentially oxidized to anthraquinone (AQ) by the active O-2(center dot-) owing to its high reactivity. Finally, the in situ generated AQ as an active photo-catalyst can achieve the photooxidation of EB and other organic compounds by O-2. The present photoautoxidation protocol gives a good example for the O-2 -based selective oxidation of inert hydrocarbons under mild conditions.

引用

页数：9

共 73 条

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