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Copper-Catalyzed Reaction of N-Monosubstituted Hydrazones with CBr4: Unexpected Fragmentation and Mechanistic Study. / Nenajdenko, Valentine G.; Kazakova, Anna A.; Novikov, Alexander S.; Shikhaliyev, Namig G.; Maharramov, Abel M.; Qajar, Ayten M.; Atakishiyeva, Gulnar T.; Niyazova, Aytan A.; Khrustalev, Victor N.; Shastin, Alexey V.; Tskhovrebov, Alexander G.

в: Catalysts, Том 13, № 8, 1194, 09.08.2023.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

Harvard

Nenajdenko, VG, Kazakova, AA, Novikov, AS, Shikhaliyev, NG, Maharramov, AM, Qajar, AM, Atakishiyeva, GT, Niyazova, AA, Khrustalev, VN, Shastin, AV & Tskhovrebov, AG 2023, 'Copper-Catalyzed Reaction of N-Monosubstituted Hydrazones with CBr4: Unexpected Fragmentation and Mechanistic Study', Catalysts, Том. 13, № 8, 1194. https://doi.org/10.3390/catal13081194

APA

Nenajdenko, V. G., Kazakova, A. A., Novikov, A. S., Shikhaliyev, N. G., Maharramov, A. M., Qajar, A. M., Atakishiyeva, G. T., Niyazova, A. A., Khrustalev, V. N., Shastin, A. V., & Tskhovrebov, A. G. (2023). Copper-Catalyzed Reaction of N-Monosubstituted Hydrazones with CBr4: Unexpected Fragmentation and Mechanistic Study. Catalysts, 13(8), [1194]. https://doi.org/10.3390/catal13081194

Vancouver

Nenajdenko VG, Kazakova AA, Novikov AS, Shikhaliyev NG, Maharramov AM, Qajar AM и пр. Copper-Catalyzed Reaction of N-Monosubstituted Hydrazones with CBr4: Unexpected Fragmentation and Mechanistic Study. Catalysts. 2023 Авг. 9;13(8). 1194. https://doi.org/10.3390/catal13081194

Author

Nenajdenko, Valentine G. ; Kazakova, Anna A. ; Novikov, Alexander S. ; Shikhaliyev, Namig G. ; Maharramov, Abel M. ; Qajar, Ayten M. ; Atakishiyeva, Gulnar T. ; Niyazova, Aytan A. ; Khrustalev, Victor N. ; Shastin, Alexey V. ; Tskhovrebov, Alexander G. / Copper-Catalyzed Reaction of N-Monosubstituted Hydrazones with CBr4: Unexpected Fragmentation and Mechanistic Study. в: Catalysts. 2023 ; Том 13, № 8.

BibTeX

@article{7952e639ad27485aa61695e2f4833272,
title = "Copper-Catalyzed Reaction of N-Monosubstituted Hydrazones with CBr4: Unexpected Fragmentation and Mechanistic Study",
abstract = "The copper catalyzed reaction of N-monosubstituted hydrazones with carbon tetrabromide leads to formation of expected dibromodiazadienes and unexpected dibromostyrenes. The experimental and theoretical study of the reaction revealed a key role of N-centered radicals, which can eliminate aryl radicals to form the corresponding dibromostyrenes. Alternatively, the oxidation of intermediate N-centered radicals by Cu(II) results in the corresponding diazadienes. These two reaction pathways are competitive directions of the reaction. Consequently, the reaction can be useful for the synthesis of both dibromostyrenes and rare dibromodiazadienes.",
keywords = "DFT, QTAIM, azo dyes, catalysis, halogen bonding, noncovalent interactions, radicals",
author = "Nenajdenko, {Valentine G.} and Kazakova, {Anna A.} and Novikov, {Alexander S.} and Shikhaliyev, {Namig G.} and Maharramov, {Abel M.} and Qajar, {Ayten M.} and Atakishiyeva, {Gulnar T.} and Niyazova, {Aytan A.} and Khrustalev, {Victor N.} and Shastin, {Alexey V.} and Tskhovrebov, {Alexander G.}",
year = "2023",
month = aug,
day = "9",
doi = "10.3390/catal13081194",
language = "English",
volume = "13",
journal = "Catalysts",
issn = "2073-4344",
publisher = "MDPI AG",
number = "8",

}

RIS

TY - JOUR

T1 - Copper-Catalyzed Reaction of N-Monosubstituted Hydrazones with CBr4: Unexpected Fragmentation and Mechanistic Study

AU - Nenajdenko, Valentine G.

AU - Kazakova, Anna A.

AU - Novikov, Alexander S.

AU - Shikhaliyev, Namig G.

AU - Maharramov, Abel M.

AU - Qajar, Ayten M.

AU - Atakishiyeva, Gulnar T.

AU - Niyazova, Aytan A.

AU - Khrustalev, Victor N.

AU - Shastin, Alexey V.

AU - Tskhovrebov, Alexander G.

PY - 2023/8/9

Y1 - 2023/8/9

N2 - The copper catalyzed reaction of N-monosubstituted hydrazones with carbon tetrabromide leads to formation of expected dibromodiazadienes and unexpected dibromostyrenes. The experimental and theoretical study of the reaction revealed a key role of N-centered radicals, which can eliminate aryl radicals to form the corresponding dibromostyrenes. Alternatively, the oxidation of intermediate N-centered radicals by Cu(II) results in the corresponding diazadienes. These two reaction pathways are competitive directions of the reaction. Consequently, the reaction can be useful for the synthesis of both dibromostyrenes and rare dibromodiazadienes.

AB - The copper catalyzed reaction of N-monosubstituted hydrazones with carbon tetrabromide leads to formation of expected dibromodiazadienes and unexpected dibromostyrenes. The experimental and theoretical study of the reaction revealed a key role of N-centered radicals, which can eliminate aryl radicals to form the corresponding dibromostyrenes. Alternatively, the oxidation of intermediate N-centered radicals by Cu(II) results in the corresponding diazadienes. These two reaction pathways are competitive directions of the reaction. Consequently, the reaction can be useful for the synthesis of both dibromostyrenes and rare dibromodiazadienes.

KW - DFT

KW - QTAIM

KW - azo dyes

KW - catalysis

KW - halogen bonding

KW - noncovalent interactions

KW - radicals

UR - https://www.mendeley.com/catalogue/cb97b503-04e3-37be-9c1a-e405e250a397/

U2 - 10.3390/catal13081194

DO - 10.3390/catal13081194

M3 - Article

VL - 13

JO - Catalysts

JF - Catalysts

SN - 2073-4344

IS - 8

M1 - 1194

ER -

ID: 107983222