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., 2020, Volume 30, Issue 1,Pages <nobr>64

This article is cited in 3 papers

Communications

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

T. M. Fedorova^a, V. M. Derkacheva^a, E. N. Shevchenko^a, E. A. Luk'yanets^a, E. B. Bordaev^b, O. L. Kaliya^b

^a Russian Research Centre 'Research Institute of Organic Intermediates and Dyes', Moscow, Russian Federation
^b M.V. Lomonosov Institute of Fine Chemical Technologies, MIREA - Russian Technological University, Moscow, Russian Federation

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.

Language: English

DOI: 10.1016/j.mencom.2020.01.021