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Hydroxylation of aromatic amines with dioxygen in photooxidation sensitized by substituted phthalocyanines

Tatyana Mikhailovna Fedorova 1
Tatyana Mikhailovna Fedorova
, 
Valentina Mikhailovna Derkacheva 1
Valentina Mikhailovna Derkacheva
, 
Ekaterina Nikolaevna Shevchenko 1
Ekaterina Nikolaevna Shevchenko
, 
Evgenii Antonovich Luk'yanets 1
Evgenii Antonovich Luk'yanets
, 
Èduard Baatrovich Bordaev 2
Èduard Baatrovich Bordaev
, 
Oleg Leonidovich Kaliya 2
Oleg Leonidovich Kaliya
10.1016/j.mencom.2020.01.021
Published 2019-12-30
Communication , Volume 30, Issue 1, 64-66
3
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Fedorova T. M. et al. Hydroxylation of aromatic amines with dioxygen in photooxidation sensitized by substituted phthalocyanines // Mendeleev Communications. 2019. Vol. 30. No. 1. pp. 64-66.
GOST all authors (up to 50) Copy
Fedorova T. M., Derkacheva V. M., Shevchenko E. N., Luk'yanets E. A., Bordaev È. B., Kaliya O. L. Hydroxylation of aromatic amines with dioxygen in photooxidation sensitized by substituted phthalocyanines // Mendeleev Communications. 2019. Vol. 30. No. 1. pp. 64-66.
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TY - JOUR
DO - 10.1016/j.mencom.2020.01.021
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.01.021
TI - Hydroxylation of aromatic amines with dioxygen in photooxidation sensitized by substituted phthalocyanines
T2 - Mendeleev Communications
AU - Fedorova, Tatyana Mikhailovna
AU - Derkacheva, Valentina Mikhailovna
AU - Shevchenko, Ekaterina Nikolaevna
AU - Luk'yanets, Evgenii Antonovich
AU - Bordaev, Èduard Baatrovich
AU - Kaliya, Oleg Leonidovich
PY - 2019
DA - 2019/12/30
PB - Mendeleev Communications
SP - 64-66
IS - 1
VL - 30
ER -
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@article{2019_Fedorova,
author = {Tatyana Mikhailovna Fedorova and Valentina Mikhailovna Derkacheva and Ekaterina Nikolaevna Shevchenko and Evgenii Antonovich Luk'yanets and Èduard Baatrovich Bordaev and Oleg Leonidovich Kaliya},
title = {Hydroxylation of aromatic amines with dioxygen in photooxidation sensitized by substituted phthalocyanines},
journal = {Mendeleev Communications},
year = {2019},
volume = {30},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.01.021},
number = {1},
pages = {64--66},
doi = {10.1016/j.mencom.2020.01.021}
}
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Cite this
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Fedorova, Tatyana Mikhailovna, et al. “Hydroxylation of aromatic amines with dioxygen in photooxidation sensitized by substituted phthalocyanines.” Mendeleev Communications, vol. 30, no. 1, Dec. 2019, pp. 64-66. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.01.021.

Keywords

p-aminophenols
arylamines
hydroxylation
photocatalysis
photooxidation
phthalocyanines
sensitizers
singlet oxygen

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.

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