Adamantyl-Substituted Aminoxyls | Sciact

Adamantyl-Substituted Aminoxyls Full article

Journal

ACS omega
ISSN: 2470-1343

Output data

Year: 2025, Volume: 10, Number: 8, Pages: 8745–8755 Pages count : DOI: 10.1021/acsomega.5c00505

Authors

Kudryavtseva Ekaterina N. ¹ , Nasyrova Darina I. ¹ , Korlyukov Alexander A. ² , Kadilenko Evgeny M. ³ , Gritsan Nina P. ³ , Xia Debin ⁴ , Tretyakov Evgeny V. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Ave. 47, Moscow 119991, Russian Federation
2	A.N. Nesmeyanov Institute of Organoelement Compounds, 28 Vavilov Str., Moscow 119991, Russian Federation
3	V.V. Voevodsky Institute of Chemical Kinetics and Combustion, Siberian Branch of the Russian Academy of Sciences, Institutskaya Str. 3, Novosibirsk 630090, Russian Federation
4	MIIT Key Laboratory of Critical Materials Technology for New Energy Conversion and Storage, School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001, PR China

The interaction of perfluoroaromatic compounds with 1-aminoadamantane followed by oxidation of the formed N-adamantylanilines with meta-chloroperoxybenzoic acid led to functionalized N-polyfluorophenyl-N-adamantylaminoxyls (mono- and diradicals) in high total yields. The molecular and crystal structures of N-adamantylanilines and the aminoxyl radicals obtained from them by oxidation have been established using single-crystal X-ray diffraction analysis. The introduction of a substituent into the polyfluorinated moiety affects the arrangement of N-adamantylanilines in the crystal structure and the formation of hydrogen bonds; in addition, short contacts of the rare N···N type are present in crystals of 4-((adamantan-1-yl)amino)-perfluorobiphenyl. In crystals of the aminoxyls, oxygen atoms make unusually short contacts with C atoms of polyfluorinated aromatic rings giving rise to ferromagnetic exchange.

Kudryavtseva E.N. , Nasyrova D.I. , Korlyukov A.A. , Kadilenko E.M. , Gritsan N.P. , Xia D. , Tretyakov E.V.
Adamantyl-Substituted Aminoxyls
ACS omega. 2025. V.10. N8. P.8745–8755. DOI: 10.1021/acsomega.5c00505 WOS OpenAlex

Web of science:	WOS:001427016600001
OpenAlex:	W4407793322

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