Reaction of o-Quinones in cyclohexane solutions with alkyl radicals generated by solution γ-rrradiation

Maslovskaya, L. A. and Savchenko, A. I. (2005) Reaction of o-Quinones in cyclohexane solutions with alkyl radicals generated by solution γ-rrradiation. Russian Journal of General Chemistry, 75 9: 1437-1444. doi:10.1007/s11176-005-0442-4


Author Maslovskaya, L. A.
Savchenko, A. I.
Title Reaction of o-Quinones in cyclohexane solutions with alkyl radicals generated by solution γ-rrradiation
Formatted title
Reaction of o-Quinones in Cyclohexane Solutions with Alkyl Radicals Generated by Solution γ-Irradiation
Journal name Russian Journal of General Chemistry   Check publisher's open access policy
ISSN 1070-3632
1608-3350
Publication date 2005-09
Sub-type Article (original research)
DOI 10.1007/s11176-005-0442-4
Volume 75
Issue 9
Start page 1437
End page 1444
Total pages 8
Place of publication MAIK Nauka/Interperiodica
Publisher Moscow, Russia
Language eng
Subject 0305 Organic Chemistry
03 Chemical Sciences
Formatted abstract
The structures of products formed in reactions of tert-butylated o-quinones with alkyl radicals were determined by 1H and 13C NMR and two-dimensional 1H-1H NOESY spectroscopy, and also by gas chromatography-mass spectrometry. The major products formed upon γ-irradiation of deaerated solutions of 4-tert-butyl-1,2-benzoquinone and 3,5-di-tert-butyl-1,2-benzoquinone in cyclohexane are monoalkyl ethers and products of addition to the C=C bond. In the case of 4-tert-butyl-1,2-benzoquinone, these are products of mixed O-C and C-C alkylation; the adduct formed by addition of the cyclohexyl radical to the C=C bond in 3,5-di-tert-butyl-1,2-benzoquinone gives an unsymmetrical dimer whose structure was proved by single-crystal X-ray diffraction.
Keyword 1H-1H NOESY
Single-crystal X-ray diffraction
γ-irradiation
Q-Index Code C1
Additional Notes English version of this article. Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 9, 2005, pp. 1510–1517

Document type: Journal Article
Sub-type: Article (original research)
Collections: Excellence in Research Australia (ERA) - Collection
Australian Institute for Bioengineering and Nanotechnology Publications
 
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