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New non-symmetric azido-diacetylenic s-triazine monomer for polycycloaddition

Artem Olegovich Petrov 1
Artem Olegovich Petrov
, 
Sergei Vitalevich Karpov 1
Sergei Vitalevich Karpov
,  , 
Aleksey Vladimirovich Shastin 1
Aleksey Vladimirovich Shastin
, 
Elmira Rashatovna Badamshina 1
Elmira Rashatovna Badamshina
10.1016/j.mencom.2022.07.012
Published 2022-07-01
Communication , Volume 32, Issue 4, 464-466
7
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Petrov A. O. et al. New non-symmetric azido-diacetylenic s-triazine monomer for polycycloaddition // Mendeleev Communications. 2022. Vol. 32. No. 4. pp. 464-466.
GOST all authors (up to 50) Copy
Petrov A. O., Karpov S. V., Malkov G. V., Shastin A. V., Badamshina E. R. New non-symmetric azido-diacetylenic s-triazine monomer for polycycloaddition // Mendeleev Communications. 2022. Vol. 32. No. 4. pp. 464-466.
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TY - JOUR
DO - 10.1016/j.mencom.2022.07.012
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.07.012
TI - New non-symmetric azido-diacetylenic s-triazine monomer for polycycloaddition
T2 - Mendeleev Communications
AU - Petrov, Artem Olegovich
AU - Karpov, Sergei Vitalevich
AU - Malkov, Georgiy Vasil'evich
AU - Shastin, Aleksey Vladimirovich
AU - Badamshina, Elmira Rashatovna
PY - 2022
DA - 2022/07/01
PB - Mendeleev Communications
SP - 464-466
IS - 4
VL - 32
ER -
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@article{2022_Petrov,
author = {Artem Olegovich Petrov and Sergei Vitalevich Karpov and Georgiy Vasil'evich Malkov and Aleksey Vladimirovich Shastin and Elmira Rashatovna Badamshina},
title = {New non-symmetric azido-diacetylenic s-triazine monomer for polycycloaddition},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Jul},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.07.012},
number = {4},
pages = {464--466},
doi = {10.1016/j.mencom.2022.07.012}
}
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Petrov, Artem Olegovich, et al. “New non-symmetric azido-diacetylenic s-triazine monomer for polycycloaddition.” Mendeleev Communications, vol. 32, no. 4, Jul. 2022, pp. 464-466. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.07.012.

Keywords

s-triazine
123-triazoles
ABB' monomers
alkynes
azides
calculated Gibbs free energy
hyperbranched polymers
M06-2X/6-311++G(d p)

Abstract

An original synthesis of a new non-symmetric energetic ABB' type monomer, 2-azido-4-propargylamino-6- propargyloxy-s-triazine, with a total yield of 40% involves the sequential introduction of propargylamino, propargyloxy and azido groups into s-triazine. DFT investigation of azide- Cl alkyne cycloaddition mechanism at M06-2X/6-311++G(d,p) level of theory for this monomer predicts that the regioselectivity of polycycloaddition reaction should increase with the number of propargylamino groups in the monomer structure due to the stabilization of the transition state, leading to 1,5-triazole regioisomer.

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