First Synthesis of Aliphatic Nitro-NNO -azoxy Compounds
Nikita E Leonov
1
,
Michael S Klenov
1
,
Oleg V Anikin
1
,
Yurii A. Strelenko
1
,
Vladimir A Tartakovsky
1
Publication type: Journal Article
Publication date: 2018-12-10
scimago Q2
wos Q2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
The first aliphatic nitro‐NNO‐azoxy compounds were synthesized by substitutive nitration of appropriate tert‐butyl‐NNO‐azoxy compounds with nitronium tetrafluoroborate. Nitro(nitro‐NNO‐azoxy)methane (1), (tert‐butyl‐NNO‐azoxy)(nitro‐NNO‐azoxy)methane (2), bis(nitro‐NNO‐azoxy)methane (3), and 2‐nitro‐2‐(nitro‐NNO‐azoxy)propane (4) were prepared. Compound 4 with the nitro‐NNO‐azoxy group bound with the tertiary C atom appeared most stable (DSC, onset temperature of decomposition 104 °C). Compound 2 was less stable (DSC, onset temperature 88 °C). Compounds with strong electron withdrawing substituents had the least stability, assumingly, due to rather high acidity of CH protons alongside with instability of C‐anions of nitro‐NNO‐azoxy compounds.
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12
Total citations:
12
Citations from 2024:
3
(25%)
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MLA
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GOST
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Leonov N. E. et al. First Synthesis of Aliphatic Nitro-NNO -azoxy Compounds // European Journal of Organic Chemistry. 2018. Vol. 2019. No. 1. pp. 91-94.
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Leonov N. E., Klenov M. S., Anikin O. V., Churakov A. M., Strelenko Y. A., Monogarov K., Tartakovsky V. A. First Synthesis of Aliphatic Nitro-NNO -azoxy Compounds // European Journal of Organic Chemistry. 2018. Vol. 2019. No. 1. pp. 91-94.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/ejoc.201801533
UR - https://doi.org/10.1002/ejoc.201801533
TI - First Synthesis of Aliphatic Nitro-NNO -azoxy Compounds
T2 - European Journal of Organic Chemistry
AU - Leonov, Nikita E
AU - Klenov, Michael S
AU - Anikin, Oleg V
AU - Churakov, Aleksandr M
AU - Strelenko, Yurii A.
AU - Monogarov, Konstantin
AU - Tartakovsky, Vladimir A
PY - 2018
DA - 2018/12/10
PB - Wiley
SP - 91-94
IS - 1
VL - 2019
SN - 1434-193X
SN - 1099-0690
ER -
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BibTex (up to 50 authors)
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@article{2018_Leonov,
author = {Nikita E Leonov and Michael S Klenov and Oleg V Anikin and Aleksandr M Churakov and Yurii A. Strelenko and Konstantin Monogarov and Vladimir A Tartakovsky},
title = {First Synthesis of Aliphatic Nitro-NNO -azoxy Compounds},
journal = {European Journal of Organic Chemistry},
year = {2018},
volume = {2019},
publisher = {Wiley},
month = {dec},
url = {https://doi.org/10.1002/ejoc.201801533},
number = {1},
pages = {91--94},
doi = {10.1002/ejoc.201801533}
}
Cite this
MLA
Copy
Leonov, Nikita E., et al. “First Synthesis of Aliphatic Nitro-NNO -azoxy Compounds.” European Journal of Organic Chemistry, vol. 2019, no. 1, Dec. 2018, pp. 91-94. https://doi.org/10.1002/ejoc.201801533.