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1-Alkoxyamino-4-dimethylaminopyridinium derivatives as new representatives of O–N–N+ geminal systems and their structure†

Vasiliy Georgievich Shtamburg 1
Vasiliy Georgievich Shtamburg
, 
Alexander Valerievich Tsygankov 2
Alexander Valerievich Tsygankov
, 
Oleg Valer'ievich Shishkin 3
Oleg Valer'ievich Shishkin
, 
Roman Igorevich Zubatyuk 3
Roman Igorevich Zubatyuk
, 
Victor Vasil'evich Shtamburg 4
Victor Vasil'evich Shtamburg
, 
Mikhail V Gerasimenko 1
Mikhail V Gerasimenko
, 
Alexander Vladimirovich Mazepa 5
Alexander Vladimirovich Mazepa
, 
Remir Grigorevich Kostyanovsky 6
Remir Grigorevich Kostyanovsky
1 Ukrainian State University of Chemical Technology, Dnepropetrovsk, Ukraine
2 State Flight Academy of Ukraine, Kirovograd, Ukraine
3 STC 'Institute for Single Crystals', National Academy of Sciences of Ukraine, Kharkov, Ukraine
4 Department of Chemistry, National Technical University 'Kharkov Polytechnic Institute', Kharkov, Ukraine
5 A.V. Bogatsky Physico-Chemical Institute, National Academy of Sciences of Ukraine, Odessa, Ukraine
10.1016/j.mencom.2012.03.014
Published 2012-02-27
Communication , Volume 22, Issue 2, 92-94
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Shtamburg V. G. et al. 1-Alkoxyamino-4-dimethylaminopyridinium derivatives as new representatives of O–N–N+ geminal systems and their structure† // Mendeleev Communications. 2012. Vol. 22. No. 2. pp. 92-94.
GOST all authors (up to 50) Copy
Shtamburg V. G., Tsygankov A. V., Shishkin O. V., Zubatyuk R. I., Shtamburg V. V., Gerasimenko M. V., Mazepa A. V., Kostyanovsky R. G. 1-Alkoxyamino-4-dimethylaminopyridinium derivatives as new representatives of O–N–N+ geminal systems and their structure† // Mendeleev Communications. 2012. Vol. 22. No. 2. pp. 92-94.
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TY - JOUR
DO - 10.1016/j.mencom.2012.03.014
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2012.03.014
TI - 1-Alkoxyamino-4-dimethylaminopyridinium derivatives as new representatives of O–N–N+ geminal systems and their structure†
T2 - Mendeleev Communications
AU - Shtamburg, Vasiliy Georgievich
AU - Tsygankov, Alexander Valerievich
AU - Shishkin, Oleg Valer'ievich
AU - Zubatyuk, Roman Igorevich
AU - Shtamburg, Victor Vasil'evich
AU - Gerasimenko, Mikhail V
AU - Mazepa, Alexander Vladimirovich
AU - Kostyanovsky, Remir Grigorevich
PY - 2012
DA - 2012/02/27
PB - Mendeleev Communications
SP - 92-94
IS - 2
VL - 22
ER -
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@article{2012_Shtamburg,
author = {Vasiliy Georgievich Shtamburg and Alexander Valerievich Tsygankov and Oleg Valer'ievich Shishkin and Roman Igorevich Zubatyuk and Victor Vasil'evich Shtamburg and Mikhail V Gerasimenko and Alexander Vladimirovich Mazepa and Remir Grigorevich Kostyanovsky},
title = {1-Alkoxyamino-4-dimethylaminopyridinium derivatives as new representatives of O–N–N+ geminal systems and their structure†},
journal = {Mendeleev Communications},
year = {2012},
volume = {22},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2012.03.014},
number = {2},
pages = {92--94},
doi = {10.1016/j.mencom.2012.03.014}
}
MLA
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Shtamburg, Vasiliy Georgievich, et al. “1-Alkoxyamino-4-dimethylaminopyridinium derivatives as new representatives of O–N–N+ geminal systems and their structure†.” Mendeleev Communications, vol. 22, no. 2, Feb. 2012, pp. 92-94. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2012.03.014.

Abstract

N-Alkoxy-N-(4-dimethylaminopyridin-1-ium-1-yl)-substituted ureas, benzamides and N-tert-alkylamines were prepared by the reac tion of the corresponding (N-chloro-N-alkoxy)amino compounds with 4-dimethylaminopyridine. The XRD study of N-alkoxy-N-(4-dimethylaminopyridin-1-ium-1-yl)ureas has revealed the high pyramidality of the central nitrogen atom in O–N–N+ geminal system.

References

1.
Shtamburg V.G., Tsygankov A.V., Gerasimenko M.V., Shishkin O.V., Zubatyuk R.I., Mazepa A.V., Kostyanovsky R.G.
Mendeleev Communications, 2011
3.
Crystal structures and properties of mutagenic N-acyloxy-N-alkoxyamides — “most pyramidal” acyclic amides
Gillson A.E., Glover S.A., Tucker D.J., Turner P.
Organic and Biomolecular Chemistry, 2003
4.
10.1016/j.mencom.2012.03.014_bib0010_3
Gerdes
Tetrahedron Lett., 1989
7.
The HERON reaction — Origin, theoretical background, and prevalence
Glover S.A., Rauk A., Buccigross J.M., Campbell J.J., Hammond G.P., Mo G., Andrews L.E., Gillson A.E.
Canadian Journal of Chemistry, 2005
8.
SN2 Substitution Reactions at the Amide Nitrogen in the Anomeric Mutagens, N-Acyloxy-N-alkoxyamides
Cavanagh K.L., Glover S.A., Price H.L., Schumacher R.R.
Australian Journal of Chemistry, 2009
9.
Shishkin O.V., Zubatyuk R.I., Shtamburg V.G., Tsygankov A.V., Klots E.A., Mazepa A.V., Kostyanovsky R.G.
Mendeleev Communications, 2006
10.
Shtamburg V.G., Shishkin O.V., Zubatyuk R.I., Kravchenko S.V., Tsygankov A.V., Shtamburg V.V., Distanov V.B., Kostyanovsky R.G.
Mendeleev Communications, 2007
11.
Chiral ureas with two electronegative substituents at 1-N: An unusual case of coexisting pyramidal and almost planar 1-N atoms in the same crystal
Shishkin O.V., Shtamburg V.G., Zubatyuk R.I., Olefir D.A., Tsygankov A.V., Prosyanik A.V., Mazepa A.V., Kostyanovsky R.G.
Chirality, 2009
12.
Shtamburg V.G., Shishkin O.V., Zubatyuk R.I., Kravchenko S.V., Tsygankov A.V., Mazepa A.V., Klots E.A., Kostyanovsky R.G.
Mendeleev Communications, 2006
13.
Mutagenicity of electrophilic N-acyloxy-N-alkoxyamides
Bonin A.M., Banks T.M., Campbell J.J., Glover S.A., Hammond G.P., Prakash A.S., Rowbottom C.A.
Mutation Research - Genetic Toxicology and Environmental Mutagenesis, 2001
15.
Mutagenic N-Acyloxy-N-alkoxyamides: Probes for Drug - DNA Interactions
Andrews L.E., Banks T.M., Bonin A.M., Clay S.F., Gillson A.E., Glover S.A.
Australian Journal of Chemistry, 2004
16.
10.1016/j.mencom.2012.03.014_bib0035
Shtamburg
Izv. Akad. Nauk., Ser. Khim., 2003, 2132., 2003
17.
Asymmetrical nonbridgehead nitrogen-XXVI
Kostyanovsky R.G., Rudchenko V.F., Shtamburg V.G., Chervin I.I., Nasibov S.S.
Tetrahedron, 1981
19.
10.1016/j.mencom.2012.03.014_bib0050
Shtamburg
Mendeleev Commun., 2006
20.
10.1016/j.mencom.2012.03.014_bib0055
Burgi
Weinheim, 1994
21.
10.1016/j.mencom.2012.03.014_bib0060
Zefirov
Kristallografiya, 1997