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Synthesis of unsymmetrical N-(2-tert-butylphenyl)-N-(4-tert-butylphenyl)nitroxyl radical, the first stable diarylnitroxyl with vacant para-position

Oleg Alexandrovich Levitskiy 1
Oleg Alexandrovich Levitskiy
, 
Vyacheslav Vladimirovich Sentyurin 1
Vyacheslav Vladimirovich Sentyurin
,  , 
Tatyana Vladimirovna Magdesieva 1
Tatyana Vladimirovna Magdesieva
10.1016/j.mencom.2016.11.026
Published 2016-10-27
Communication , Volume 26, Issue 6, 535-537
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Levitskiy O. A. et al. Synthesis of unsymmetrical N-(2-tert-butylphenyl)-N-(4-tert-butylphenyl)nitroxyl radical, the first stable diarylnitroxyl with vacant para-position // Mendeleev Communications. 2016. Vol. 26. No. 6. pp. 535-537.
GOST all authors (up to 50) Copy
Levitskiy O. A., Sentyurin V. V., Bogdanov A. V., Magdesieva T. V. Synthesis of unsymmetrical N-(2-tert-butylphenyl)-N-(4-tert-butylphenyl)nitroxyl radical, the first stable diarylnitroxyl with vacant para-position // Mendeleev Communications. 2016. Vol. 26. No. 6. pp. 535-537.
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TY - JOUR
DO - 10.1016/j.mencom.2016.11.026
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.11.026
TI - Synthesis of unsymmetrical N-(2-tert-butylphenyl)-N-(4-tert-butylphenyl)nitroxyl radical, the first stable diarylnitroxyl with vacant para-position
T2 - Mendeleev Communications
AU - Levitskiy, Oleg Alexandrovich
AU - Sentyurin, Vyacheslav Vladimirovich
AU - Bogdanov, Alexey Vladimirovich
AU - Magdesieva, Tatyana Vladimirovna
PY - 2016
DA - 2016/10/27
PB - Mendeleev Communications
SP - 535-537
IS - 6
VL - 26
ER -
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@article{2016_Levitskiy,
author = {Oleg Alexandrovich Levitskiy and Vyacheslav Vladimirovich Sentyurin and Alexey Vladimirovich Bogdanov and Tatyana Vladimirovna Magdesieva},
title = {Synthesis of unsymmetrical N-(2-tert-butylphenyl)-N-(4-tert-butylphenyl)nitroxyl radical, the first stable diarylnitroxyl with vacant para-position},
journal = {Mendeleev Communications},
year = {2016},
volume = {26},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.11.026},
number = {6},
pages = {535--537},
doi = {10.1016/j.mencom.2016.11.026}
}
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Levitskiy, Oleg Alexandrovich, et al. “Synthesis of unsymmetrical N-(2-tert-butylphenyl)-N-(4-tert-butylphenyl)nitroxyl radical, the first stable diarylnitroxyl with vacant para-position.” Mendeleev Communications, vol. 26, no. 6, Oct. 2016, pp. 535-537. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.11.026.

Abstract

The title compound, first example of a stable diarylnitroxyl with vacant para-position, was best synthesized by CuCl-assisted coupling of o-tert-butylnitrosobenzene and p-tert-butylphenylboronic acid followed by N-xidation of the thus obtained unsymmetrical diarylamine. ESR investigation showed that ortho-substituted aromatic ring is removed from the conjugation plane providing unusual stability of this radical.

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