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

[Display omitted] 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 investi...

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Published inMendeleev communications Vol. 26; no. 6; pp. 535 - 537
Main Authors Levitskiy, Oleg A., Sentyurin, Vyacheslav V., Bogdanov, Alexey V., Magdesieva, Tatiana V.
Format Journal Article
LanguageEnglish
Published Elsevier B.V 01.11.2016
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Summary:[Display omitted] 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.
ISSN:0959-9436
DOI:10.1016/j.mencom.2016.11.026