Electrochemically induced transformation of 4(6)-dihalomethyl-4(6)- methylcyclohexa-2,5(2,4)-dien-1-ones into 4(2)-methyltropones
Publication type: Journal Article
Publication date: 2011-08-01
scimago Q4
wos Q4
SJR: 0.179
CiteScore: 1.4
Impact factor: 0.8
ISSN: 10703632, 16083350
General Chemistry
Abstract
Electrochemical investigation of 4(6)-dihalomethyl-4(6)-methylcyclohexa-2,5(2,4)-dien-1-ones using cyclic voltammetry (CVA) and rotating disc electrode (RDE) methods has been performed. The reductive dehalogenation of cyclohexa-2,5(2,4)-dien-1-ones having a dihalomethyl substituent at the tertiary carbon atom was shown to proceed as a two-electron reductive elimination of the geminal halogen atoms with the intermediate formation of carbene and subsequent rearrangement of cyclohexadienone with the ring expansion to the corresponding 4- or 2-methylcyclohepta-2,4,6-trien-1-one.
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Moiseeva A. A. et al. Electrochemically induced transformation of 4(6)-dihalomethyl-4(6)- methylcyclohexa-2,5(2,4)-dien-1-ones into 4(2)-methyltropones // Russian Journal of General Chemistry. 2011. Vol. 81. No. 8. pp. 1658-1663.
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Moiseeva A. A., Gavrilova G. V., Beloglazkina E. K., Krutko D. M., Zyk N. V. Electrochemically induced transformation of 4(6)-dihalomethyl-4(6)- methylcyclohexa-2,5(2,4)-dien-1-ones into 4(2)-methyltropones // Russian Journal of General Chemistry. 2011. Vol. 81. No. 8. pp. 1658-1663.
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TY - JOUR
DO - 10.1134/S1070363211080135
UR - http://link.springer.com/10.1134/S1070363211080135
TI - Electrochemically induced transformation of 4(6)-dihalomethyl-4(6)- methylcyclohexa-2,5(2,4)-dien-1-ones into 4(2)-methyltropones
T2 - Russian Journal of General Chemistry
AU - Moiseeva, A A
AU - Gavrilova, G V
AU - Beloglazkina, E K
AU - Krutko, D M
AU - Zyk, N. V.
PY - 2011
DA - 2011/08/01
PB - Pleiades Publishing
SP - 1658-1663
IS - 8
VL - 81
SN - 1070-3632
SN - 1608-3350
ER -
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@article{2011_Moiseeva,
author = {A A Moiseeva and G V Gavrilova and E K Beloglazkina and D M Krutko and N. V. Zyk},
title = {Electrochemically induced transformation of 4(6)-dihalomethyl-4(6)- methylcyclohexa-2,5(2,4)-dien-1-ones into 4(2)-methyltropones},
journal = {Russian Journal of General Chemistry},
year = {2011},
volume = {81},
publisher = {Pleiades Publishing},
month = {aug},
url = {http://link.springer.com/10.1134/S1070363211080135},
number = {8},
pages = {1658--1663},
doi = {10.1134/S1070363211080135}
}
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Moiseeva, A. A., et al. āElectrochemically induced transformation of 4(6)-dihalomethyl-4(6)- methylcyclohexa-2,5(2,4)-dien-1-ones into 4(2)-methyltropones.ā Russian Journal of General Chemistry, vol. 81, no. 8, Aug. 2011, pp. 1658-1663. http://link.springer.com/10.1134/S1070363211080135.
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