Molecular orbital study of the oxidation of steroidal phenols into quinols and epoxyquinols | Zendy

Zoran Marković | Zendy; Bogdan A. Šolaja | Zendy; Dragana R. Milić | Zendy; Ivan O. Juranić | Zendy; Miroslav J. Gašić | Zendy

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Molecular orbital study of the oxidation of steroidal phenols into quinols and epoxyquinols

Author(s) -

Zoran Marković,

Bogdan A. Šolaja,

Dragana R. Milić,

Ivan O. Juranić,

Miroslav J. Gašić

Publication year - 2000

Publication title -

journal of the serbian chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.227

H-Index - 45

eISSN - 1820-7421

pISSN - 0352-5139

DOI - 10.2298/jsc0007491m

Subject(s) - phenols , chemistry , molecular orbital , activation energy , computational chemistry , medicinal chemistry , organic chemistry , molecule

The MO study showed that the radical oxidation of phenols into quinols occurs readily. Further radical oxidation (in the m-CPBA/(BzO)2/hv system) of quinols occurs through appropriate biradical species with an activation energy of 79.5 kJ/mol yielding syn-epoxyquinols. The stereochemical outcome presented in this study is in full agreement with the experimental results.

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