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

Oleg A. Levitskiy, Vyacheslav V. Sentyurin, Alexey V. Bogdanov, Tatiana V. Magdesieva*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)535-537
Number of pages3
JournalMendeleev Communications
Volume26
Issue number6
DOIs
Publication statusPublished - 1 Nov 2016
Externally publishedYes

Funding

This work was supported by the Russian Science Foundation (project no. 16-13-10282). NMR parts of this work were supported by the M. V. Lomonosov Moscow State University ‘Program of Development’. We are grateful to D. Eremin for MS analysis; mass spectra were recorded in Department of Structural Studies, N. D. Zelinsky Institute of Organic Chemistry RAS.

All Science Journal Classification (ASJC) codes

  • General Chemistry

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