Synthesis and redox properties of imidazol-2-yl-substituted nitronyl nitroxides

Synthesis and redox properties of imidazol-2-yl-substituted nitronyl nitroxides Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2022, Volume: 71, Number: 4, Pages: 722-734 Pages count : 13 DOI: 10.1007/s11172-022-3472-8

Authors

Fedyushin P.A. ¹ , Zayakin I.A. ¹ , Tolstikov S.E. ^1,2 , Lalov A.V. ¹ , Akyeva A.Ya. ¹ , Syroeshkin M.A. ¹ , Romanenko G.V. ² , Tretyakov E.V. ¹ , Egorov M.P. ¹ , Ovcharenko V.I. ^1,2

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
2	International Tomography Center, Siberian Branch of the Russian Academy of Sciences, 3a ul. Institutskaya, 630090, Novosibirsk, Russian Federation

New nitronyl nitroxide radicals, 2-(4′(5′)-methylimidazol-2′-yl)- and 2-(4′(5′)-trifluoromethylimidazol-2′-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-1-oxyl 3-oxide, were synthesized. The molecular and crystal structures of the paramagnetic trifluoromethyl derivative were determined. A previously unknown type of hydrogen bonding of imidazol-2-yl-substituted nitronyl nitroxides to form ribbons was established. Within the ribbons, the molecules face in the same direction, with all oxygen atoms of the paramagnetic moieties being involved in H-bonding. The spectral and electrochemical properties of the radicals were compared. The first quantum chemical calculations of the electronic spectra of nitronyl nitroxide radicals taking account of the vibrational structure were performed.

Fedyushin P.A. , Zayakin I.A. , Tolstikov S.E. , Lalov A.V. , Akyeva A.Y. , Syroeshkin M.A. , Romanenko G.V. , Tretyakov E.V. , Egorov M.P. , Ovcharenko V.I.
Synthesis and redox properties of imidazol-2-yl-substituted nitronyl nitroxides
Russian Chemical Bulletin. 2022. V.71. N4. P.722-734. DOI: 10.1007/s11172-022-3472-8 WOS Scopus OpenAlex

Web of science:	WOS:000786397900015
Scopus:	2-s2.0-85128725329
OpenAlex:	W4224326742

DB	Citing
OpenAlex	7
Scopus	7
Web of science	6