Home / Publications / Ionic-liquids-assisted reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with β-nitrostyrenes

Ionic-liquids-assisted reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with β-nitrostyrenes

Yuliya Sergeevna Syroeshkina 1
Yuliya Sergeevna Syroeshkina
Vadim Vadimovich Kachala 1
Vadim Vadimovich Kachala
Igor Vyacheslavovich Ovchinnikov 1
Igor Vyacheslavovich Ovchinnikov
Vladimir Vladimirovich Kuznetsov 1
Vladimir Vladimirovich Kuznetsov
Konstantin Alexandrovich Lyssenko
Nina Nikolaevna Makhova 1
Nina Nikolaevna Makhova
Published 2009-09-15
CommunicationVolume 19, Issue 5, 276-278
25
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Syroeshkina Y. S. et al. Ionic-liquids-assisted reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with β-nitrostyrenes // Mendeleev Communications. 2009. Vol. 19. No. 5. pp. 276-278.
GOST all authors (up to 50) Copy
Syroeshkina Y. S., Kachala V. V., Ovchinnikov I. V., Kuznetsov V. V., Nelyubina Y. V., Lyssenko K. A., Makhova N. N. Ionic-liquids-assisted reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with β-nitrostyrenes // Mendeleev Communications. 2009. Vol. 19. No. 5. pp. 276-278.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2009.09.016
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2009.09.016
TI - Ionic-liquids-assisted reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with β-nitrostyrenes
T2 - Mendeleev Communications
AU - Syroeshkina, Yuliya Sergeevna
AU - Kachala, Vadim Vadimovich
AU - Ovchinnikov, Igor Vyacheslavovich
AU - Kuznetsov, Vladimir Vladimirovich
AU - Nelyubina, Yulia Vladimirovna
AU - Lyssenko, Konstantin Alexandrovich
AU - Makhova, Nina Nikolaevna
PY - 2009
DA - 2009/09/15
PB - Mendeleev Communications
SP - 276-278
IS - 5
VL - 19
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2009_Syroeshkina,
author = {Yuliya Sergeevna Syroeshkina and Vadim Vadimovich Kachala and Igor Vyacheslavovich Ovchinnikov and Vladimir Vladimirovich Kuznetsov and Yulia Vladimirovna Nelyubina and Konstantin Alexandrovich Lyssenko and Nina Nikolaevna Makhova},
title = {Ionic-liquids-assisted reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with β-nitrostyrenes},
journal = {Mendeleev Communications},
year = {2009},
volume = {19},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2009.09.016},
number = {5},
pages = {276--278},
doi = {10.1016/j.mencom.2009.09.016}
}
MLA
Cite this
MLA Copy
Syroeshkina, Yuliya Sergeevna, et al. “Ionic-liquids-assisted reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with β-nitrostyrenes.” Mendeleev Communications, vol. 19, no. 5, Sep. 2009, pp. 276-278. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2009.09.016.

Abstract

5,6-Diaryl-2,3-dihydro-1H-pyrazolo[1,2-a]pyrazolium tetrafluoroborates (hexafluorophosphate) were unexpectedly synthesized along with expected 1,3-diaryl-2-nitrotetrahydro-1H,5H-pyrazolo[1,2-a]pyrazoles, under the action of 1-nitro-2-(3-nitrophenyl)-ethylene on 6-aryl-1,5-diazabicyclo[3.1.0]hexanes in ionic liquids with the Et2O·BF3 catalyst, whereas the same reaction with unsubstituted β-nitrostyrene produced only 1,3-diaryl-2-nitrotetrahydro-1H,5H-pyrazolo[1,2-a]pyrazole derivatives.

References

2.
Syroeshkina Y.S., Kuznetsov V.V., Struchkova M.I., Epishina M.A., Makhova N.N.
Mendeleev Communications, 2008
3.
10.1016/j.mencom.2009.09.016_bib3
Syroeshkina
Izv. Akad. Nauk, Ser. Khim., 2009
4.
O. W. Griffith and S. S. Gross, in Methods in Nitric Oxide Research, eds. M. Feelish and J. S. Stamler, John Wiley and Sons, Chichester, 1996, pp. 187-208.
5.
Anion-π interactions
Schottel B.L., Chifotides H.T., Dunbar K.R.
Chemical Society Reviews, 2008
6.
Golovanov D.G., Perekalin D.S., Yakovenko A.A., Antipin M.Y., Lyssenko K.A.
Mendeleev Communications, 2005
7.
About the evaluation of the local kinetic, potential and total energy densities in closed-shell interactions
9.
Heterocycles from hydrazino alcohols. An unusual carbon-carbon bond cleavage
Houlihan W.J., Theuer W.J.
Journal of Organic Chemistry, 1968
10.
B. Kurosu, Japanese Patent 51133265 (A). (Chem. Abstr., 1977, 85, 63065a).
11.
B. L. Walworth, US Patent 4091106 (A). (Chem. Abstr., 1978, 86, 16667j).
12.
Stereocontrol in cycloadditions of (1Z,4R*,5R*)-1-arylmethylidene-4-benzoylamino-5-phenylpyrazolidin-3-on-1-azomethine imines
Pezdirc L., Jovanovski V., Bevk D., Jakše R., Pirc S., Meden A., Stanovnik B., Svete J.
Tetrahedron, 2005
14.
10.1016/j.mencom.2009.09.016_bib14
Kuznetsov
Izv. Akad. Nauk, Ser. Khim., 1999
15.
G. M. Sheldrick, SHELXTL v. 5.10, Structure Determination Software Suite, Bruker AXS, Madison, Wisconsin, USA.
16.
M. J. Frisch, G.W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewski, J. A. Montgomery, R. E. Stratmann, J. C. Burant, S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G. A. Petersson, P. Y. Ayala, Q. Cui, K. Morokuma, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslowski, J. V. Ortiz, A. G. Baboul, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. A. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M.W. Gill, B. Johnson, W. Chen, M. W. Wong, J. L. Andres, C. Gonzalez, M. Head-Gordon, E. S. Replogle and J. A. Pople, Gaussian 98, Revision A.9, Gaussian, Inc., Pittsburgh PA, 1998.
17.
T. A. Keith, AIMAll (Version 08.01.25), 2008, http://aim.tkgristmill.com.