Abstract:
Photooxidation of aniline and its methyl and chloro derivatives with dioxygen sensitized by substituted zinc (PcZn) and palladium (PcPd) phthalocyanines in solution and on the carrier surface upon visible light irradiation affords selectively the corresponding p-aminophenols. Active and the most stable PcPd derivative adsorbed on Amberlite XAD 7HP provides conversion of 2,6-dimethylaniline with selectivity over 90% without the loss of sensitizer activity at least in 8 repeated cycles, the overall turnover number of the sensitizer being greater than 25,000.
Keywords:
photooxidation, singlet oxygen, arylamines, sensitizers, photocatalysis, hydroxylation, p-aminophenols, phthalocyanines.
Document Type:
Article
Language: English
Citation:
T. M. Fedorova, V. M. Derkacheva, E. N. Shevchenko, E. A. Luk'yanets, E. B. Bordaev, O. L. Kaliya, “Hydroxylation of aromatic amines with dioxygen in photooxidation sensitized by substituted phthalocyanines”, Mendeleev Commun., 30:1 (2020), 64–66
Linking options:
https://www.mathnet.ru/eng/mendc1102
https://www.mathnet.ru/eng/mendc/v30/i1/p64
This publication is cited in the following 3 articles:
Maxime Lancel, Tamara Golisano, Cyrille Monnereau, Catherine Gomez, Marc Port, Zacharias Amara, “Sustainable Photooxidation using a Subpart-per-million Heavy-Metal-Free Red-Light Photocatalyst”, ACS Sustainable Chem. Eng., 11:43 (2023), 15674
Hang Qian, Cui-Cui Wang, Zi-Chen Shen, Ming-Xue Sun, Hong-Chao Zhang, Shiming Fan, Juan Feng, Shouxin Liu, Zhi-Wei Zhang, “Catalyst- and additive-free [3 + 3] cyclization–aromatization of β,γ-dioxobutanoate with amines for synthesis ofp-aminophenols”, Green Chem., 24:24 (2022), 9690
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