Home / Publications / Reaction of 3,3 -bis(2-phenyl-5,5-dimethyl-4-oxopyrrolinylidene) 1,1 -Dioxide with the Methoxide Anion

Reaction of 3,3 -bis(2-phenyl-5,5-dimethyl-4-oxopyrrolinylidene) 1,1 -Dioxide with the Methoxide Anion

Irina Alexandrovna Khalfina 1
Irina Alexandrovna Khalfina
Nadezhda Vasilievna Vasilieva 1
Nadezhda Vasilievna Vasilieva
Irina Gennad'evna Irtegova 1
Irina Gennad'evna Irtegova
Vladimir Anatol'evich Reznikov 1
Vladimir Anatol'evich Reznikov
Leonid Anatol'evich Shundrin 1
Leonid Anatol'evich Shundrin
Published 2012-11-07
CommunicationVolume 22, Issue 6, 327-329
0
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Khalfina I. A. et al. Reaction of 3,3’ -bis(2-phenyl-5,5-dimethyl-4-oxopyrrolinylidene) 1,1’ -Dioxide with the Methoxide Anion // Mendeleev Communications. 2012. Vol. 22. No. 6. pp. 327-329.
GOST all authors (up to 50) Copy
Khalfina I. A., Vasilieva N. V., Irtegova I. G., Reznikov V. A., Shundrin L. A. Reaction of 3,3’ -bis(2-phenyl-5,5-dimethyl-4-oxopyrrolinylidene) 1,1’ -Dioxide with the Methoxide Anion // Mendeleev Communications. 2012. Vol. 22. No. 6. pp. 327-329.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2012.11.017
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2012.11.017
TI - Reaction of 3,3’ -bis(2-phenyl-5,5-dimethyl-4-oxopyrrolinylidene) 1,1’ -Dioxide with the Methoxide Anion
T2 - Mendeleev Communications
AU - Khalfina, Irina Alexandrovna
AU - Vasilieva, Nadezhda Vasilievna
AU - Irtegova, Irina Gennad'evna
AU - Reznikov, Vladimir Anatol'evich
AU - Shundrin, Leonid Anatol'evich
PY - 2012
DA - 2012/11/07
PB - Mendeleev Communications
SP - 327-329
IS - 6
VL - 22
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2012_Khalfina,
author = {Irina Alexandrovna Khalfina and Nadezhda Vasilievna Vasilieva and Irina Gennad'evna Irtegova and Vladimir Anatol'evich Reznikov and Leonid Anatol'evich Shundrin},
title = {Reaction of 3,3’ -bis(2-phenyl-5,5-dimethyl-4-oxopyrrolinylidene) 1,1’ -Dioxide with the Methoxide Anion},
journal = {Mendeleev Communications},
year = {2012},
volume = {22},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2012.11.017},
number = {6},
pages = {327--329},
doi = {10.1016/j.mencom.2012.11.017}
}
MLA
Cite this
MLA Copy
Khalfina, Irina Alexandrovna, et al. “Reaction of 3,3’ -bis(2-phenyl-5,5-dimethyl-4-oxopyrrolinylidene) 1,1’ -Dioxide with the Methoxide Anion.” Mendeleev Communications, vol. 22, no. 6, Nov. 2012, pp. 327-329. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2012.11.017.

Keywords

cyclic voltammetry
dinitrones
methoxide anion
nitrones
nucleophilic addition

Abstract

The title reaction in methanol includes the addition of MeO to the carbonyl group of a pyrrolinone ring followed by ring opening, and the one-electron oxidation of the formed anion results in the formation of a stable nitroxide, as found by cyclic voltammetry and EPR spectroscopy.

References

1.
Oxidative dimerization of heterocyclic nitrones, derivatives of pyrroline and imidazoline
Reznikov V.A., Martin V.V., Volodarskii L.B.
Russian Chemical Bulletin, 1990
2.
Radical anions and dianions of 3,3"-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1,1"-dioxides
Shundrin L.A., Reznikov V.A., Irtegova I.G., Starichenko V.F.
Russian Chemical Bulletin, 2003
3.
L. A. Shundrin, I.G. Irtegova, A.D. Rogachev and V. A. Reznikov, Izv. Akad. Nauk, Ser. Khim., 2005, 1148 (Russ. Chem. Bull., Int. Ed., 2005, 54, 1178).
4.
L. A. Shundrin, N.V. Vasilieva, I.G. Irtegova and V. A. Reznikov, Izv. Akad. Nauk, Ser. Khim., 2007, 1227 (Russ. Chem. Bull., Int. Ed., 2007, 56, 1273).
5.
General atomic and molecular electronic structure system
Schmidt M.W., Baldridge K.K., Boatz J.A., Elbert S.T., Gordon M.S., Jensen J.H., Koseki S., Matsunaga N., Nguyen K.A., Su S., Windus T.L., Dupuis M., Montgomery J.A.
Journal of Computational Chemistry, 1993
6.
Simulation of Multiple Isotropic Spin-Trap EPR Spectra
Duling D.R.
Journal of Magnetic Resonance Series B, 1994