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Synthesis of pyridinium ylides and simulation of their 1,3-dipolar cycloaddition mechanism

Maxim Ruslanovich Radzhabov 1, 2
Maxim Ruslanovich Radzhabov
, 
Dmitry Vadimovich Tsyganov 1
Dmitry Vadimovich Tsyganov
, 
Tatyana Stepanovna Pivina 1
Tatyana Stepanovna Pivina
, 
Mikhail Mikhailovich Krayushkin 1
Mikhail Mikhailovich Krayushkin
, 
Nicolas Seeboth 3
Nicolas Seeboth
, 
Sergey Ivanov 3
Sergey Ivanov
, 
Anne-Frédérique Salit 3
Anne-Frédérique Salit
10.1016/j.mencom.2017.09.025
Published 2017-09-07
Communication , Volume 27, Issue 5, 503-505
6
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Radzhabov M. R. et al. Synthesis of pyridinium ylides and simulation of their 1,3-dipolar cycloaddition mechanism // Mendeleev Communications. 2017. Vol. 27. No. 5. pp. 503-505.
GOST all authors (up to 50) Copy
Radzhabov M. R., Tsyganov D. V., Pivina T. S., Krayushkin M. M., Seeboth N., Ivanov S., Salit A. Synthesis of pyridinium ylides and simulation of their 1,3-dipolar cycloaddition mechanism // Mendeleev Communications. 2017. Vol. 27. No. 5. pp. 503-505.
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TY - JOUR
DO - 10.1016/j.mencom.2017.09.025
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.09.025
TI - Synthesis of pyridinium ylides and simulation of their 1,3-dipolar cycloaddition mechanism
T2 - Mendeleev Communications
AU - Radzhabov, Maxim Ruslanovich
AU - Tsyganov, Dmitry Vadimovich
AU - Pivina, Tatyana Stepanovna
AU - Krayushkin, Mikhail Mikhailovich
AU - Seeboth, Nicolas
AU - Ivanov, Sergey
AU - Salit, Anne-Frédérique
PY - 2017
DA - 2017/09/07
PB - Mendeleev Communications
SP - 503-505
IS - 5
VL - 27
ER -
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@article{2017_Radzhabov,
author = {Maxim Ruslanovich Radzhabov and Dmitry Vadimovich Tsyganov and Tatyana Stepanovna Pivina and Mikhail Mikhailovich Krayushkin and Nicolas Seeboth and Sergey Ivanov and Anne-Frédérique Salit},
title = {Synthesis of pyridinium ylides and simulation of their 1,3-dipolar cycloaddition mechanism},
journal = {Mendeleev Communications},
year = {2017},
volume = {27},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.09.025},
number = {5},
pages = {503--505},
doi = {10.1016/j.mencom.2017.09.025}
}
MLA
Cite this
MLA Copy
Radzhabov, Maxim Ruslanovich, et al. “Synthesis of pyridinium ylides and simulation of their 1,3-dipolar cycloaddition mechanism.” Mendeleev Communications, vol. 27, no. 5, Sep. 2017, pp. 503-505. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.09.025.

Abstract

Synthesis of some pyridinium ylides with different 4-R-phenyl substituents (R = H, MeO, Me, NO2, F) has been performed. Quantum-chemical calculations on the spatial and electronic structure, as well as the modeling of 1,3-dipolar cycloadddition reaction of these compounds have been carried out. The results of computer modeling are in good agreement with the results of the synthesis of these compounds.

References

2.
Copper Nanoparticles in Click Chemistry
Alonso F., Moglie Y., Radivoy G.
Accounts of Chemical Research, 2015
3.
Ananikov V.P., Khokhlova E.A., Egorov M.P., Sakharov A.M., Zlotin S.G., Kucherov A.V., Kustov L.M., Gening M.L., Nifantiev N.E.
Mendeleev Communications, 2015
6.
10.1016/j.mencom.2017.09.025_bib0030
Ukaji
J. Synth. Org. Chem., 2015
8.
General and Direct Synthesis of Indolizine-1-carbaldehydes by 1,3-Dipolar Cycloaddition of Phenylpropiolaldehyde with Pyridinium Ylides
Gao T., Chen X., Jiang L., Wu M., Guo H., Wang J., Sun S., Oiler J., Xing Y.
European Journal of Organic Chemistry, 2016
9.
Investigation of the Pyridinium Ylide—Alkyne Cycloaddition as a Fluorogenic Coupling Reaction
Bonte S., Ghinea I., Dinica R., Baussanne I., Demeunynck M.
Molecules, 2016
11.
Cycloadditions in Modern Polymer Chemistry
Delaittre G., Guimard N.K., Barner-Kowollik C.
Accounts of Chemical Research, 2015
12.
Multicomponent Syntheses based upon Copper-Catalyzed Alkyne-Azide Cycloaddition
Hassan S., Müller T.J.
Advanced Synthesis and Catalysis, 2015
15.
10.1016/j.mencom.2017.09.025_bib0075
Frisch
Gaussian 09, Revision A1, 2009
17.
What Do the Kohn−Sham Orbitals and Eigenvalues Mean?
Stowasser R., Hoffmann R.
Journal of the American Chemical Society, 1999
18.
Quantum Mechanical Continuum Solvation Models
Tomasi J., Mennucci B., Cammi R.
Chemical Reviews, 2005