Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
The Suzuki-Miyaura reaction as a tool for modification of phenoxyl-nitroxyl radicals of the 4 : H -imidazole N -oxide series. / Ten, Yury A.; Salnikov, Oleg G.; Amitina, Svetlana A. и др.
в: RSC Advances, Том 8, № 46, 01.01.2018, стр. 26099-26107.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - The Suzuki-Miyaura reaction as a tool for modification of phenoxyl-nitroxyl radicals of the 4
T2 - H -imidazole N -oxide series
AU - Ten, Yury A.
AU - Salnikov, Oleg G.
AU - Amitina, Svetlana A.
AU - Stass, Dmitri V.
AU - Rybalova, Tatyana V.
AU - Kazantsev, Maxim S.
AU - Bogomyakov, Artem S.
AU - Mostovich, Evgeny A.
AU - Mazhukin, Dmitrii G.
N1 - This journal is © The Royal Society of Chemistry.
PY - 2018/1/1
Y1 - 2018/1/1
N2 - 2-(3,5-Di-tert-butyl-4-hydroxyphenyl)-5-(4-iodophenyl)-4,4-dimethyl-4H-imidazole 3-oxide reacts with phenylboronic acid and its substituted derivatives in a cross-coupling reaction of the Suzuki-Miyaura type to form 5-biphenyl derivatives of 4H-imidazole-N-oxide. Interaction of the same compound with B2(pin)2 in the presence of PdCl2(PPh3)2 proceeds through the formation of intermediate 1,3,2-dioxoborolane and leads to the product of homocoupling: biphenyl-bis(imidazole). Oxidation of the resultant imidazoles with lead dioxide quantitatively yields stable conjugated phenoxyl-nitroxyl mono- and diradicals, which are of interest as electroactive paramagnetic materials. The crystal structure of the monoradical, 2,6-di-tert-butyl-4-[1-oxido-4-(biphenyl-4-yl)-5,5-dimethyl-1H-imidazole-2(5H)-ylidene]cyclohex-2,5-dienone, its magnetic susceptibility, EPR spectra of the obtained hybrid radicals in solution, and cyclic voltammetry characteristics of 4H-imidazoles were studied.
AB - 2-(3,5-Di-tert-butyl-4-hydroxyphenyl)-5-(4-iodophenyl)-4,4-dimethyl-4H-imidazole 3-oxide reacts with phenylboronic acid and its substituted derivatives in a cross-coupling reaction of the Suzuki-Miyaura type to form 5-biphenyl derivatives of 4H-imidazole-N-oxide. Interaction of the same compound with B2(pin)2 in the presence of PdCl2(PPh3)2 proceeds through the formation of intermediate 1,3,2-dioxoborolane and leads to the product of homocoupling: biphenyl-bis(imidazole). Oxidation of the resultant imidazoles with lead dioxide quantitatively yields stable conjugated phenoxyl-nitroxyl mono- and diradicals, which are of interest as electroactive paramagnetic materials. The crystal structure of the monoradical, 2,6-di-tert-butyl-4-[1-oxido-4-(biphenyl-4-yl)-5,5-dimethyl-1H-imidazole-2(5H)-ylidene]cyclohex-2,5-dienone, its magnetic susceptibility, EPR spectra of the obtained hybrid radicals in solution, and cyclic voltammetry characteristics of 4H-imidazoles were studied.
UR - http://www.scopus.com/inward/record.url?scp=85050608086&partnerID=8YFLogxK
U2 - 10.1039/c8ra05103h
DO - 10.1039/c8ra05103h
M3 - Article
C2 - 35541934
AN - SCOPUS:85050608086
VL - 8
SP - 26099
EP - 26107
JO - RSC Advances
JF - RSC Advances
SN - 2046-2069
IS - 46
ER -
ID: 15962086