Open Access
C–C and C–N bond formation in electro-oxidation reactions of aromatic compounds
A. Kononov
1
,
A I Kononov
1
,
Sofia Strekalova
1
,
E. Kobeleva
1
,
G. Savelyev
1
,
A. Zlygostev
1
,
A. D. Zlygostev
1
,
M. Khvorova
1
,
V I Morozov
1
,
V.A. Morozov
1
,
O Babaeva
1
,
O. B. Babaeva
1
,
Publication type: Journal Article
Publication date: 2024-03-11
scimago Q1
SJR: 1.167
CiteScore: 17.1
Impact factor: —
ISSN: 26660865
Materials Chemistry
Physical and Theoretical Chemistry
Environmental Chemistry
Abstract
Atom-economical, eco-efficient, metal- and chemical oxidant-free formation of C–C and C–N bond from C(sp2)−H and C(sp3)−H of arenes toward the direct synthesis of biaryls and anilides or N-benzylamides under mild electro-oxidative conditions is described. The products of C–C and C–N coupling are obtained in up to 88% yields. Aromatic substrates that are oxidized at potentials less positive than +2 V or have bulky bromine or iodine substituents undergo homo-coupling reactions by anodic oxidation to form biaryls or dimers. Aromatic substrates that are difficult to oxidize (Eox > +2 V) preferentially form anilides and N-benzylamides upon anodic oxidation. The presence of a chlorine substituent on the aromatic ring leads to the formation of both biaryls and anilides during electro-oxidation.
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Metrics
7
Total citations:
7
Citations from 2024:
7
(100%)
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GOST
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Kononov A. et al. C–C and C–N bond formation in electro-oxidation reactions of aromatic compounds // Current Research in Green and Sustainable Chemistry. 2024. Vol. 8. p. 100406.
GOST all authors (up to 50)
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Kononov A., Kononov A. I., Strekalova S., Kobeleva E., Savelyev G., Zlygostev A., Zlygostev A. D., Khvorova M., Morozov V. I., Morozov V., Babaeva O., Babaeva O. B., Budnikova Y. H. C–C and C–N bond formation in electro-oxidation reactions of aromatic compounds // Current Research in Green and Sustainable Chemistry. 2024. Vol. 8. p. 100406.
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TY - JOUR
DO - 10.1016/j.crgsc.2024.100406
UR - https://linkinghub.elsevier.com/retrieve/pii/S2666086524000110
TI - C–C and C–N bond formation in electro-oxidation reactions of aromatic compounds
T2 - Current Research in Green and Sustainable Chemistry
AU - Kononov, A.
AU - Kononov, A I
AU - Strekalova, Sofia
AU - Kobeleva, E.
AU - Savelyev, G.
AU - Zlygostev, A.
AU - Zlygostev, A. D.
AU - Khvorova, M.
AU - Morozov, V I
AU - Morozov, V.A.
AU - Babaeva, O
AU - Babaeva, O. B.
AU - Budnikova, Yulia H.
PY - 2024
DA - 2024/03/11
PB - Elsevier
SP - 100406
VL - 8
SN - 2666-0865
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2024_Kononov,
author = {A. Kononov and A I Kononov and Sofia Strekalova and E. Kobeleva and G. Savelyev and A. Zlygostev and A. D. Zlygostev and M. Khvorova and V I Morozov and V.A. Morozov and O Babaeva and O. B. Babaeva and Yulia H. Budnikova},
title = {C–C and C–N bond formation in electro-oxidation reactions of aromatic compounds},
journal = {Current Research in Green and Sustainable Chemistry},
year = {2024},
volume = {8},
publisher = {Elsevier},
month = {mar},
url = {https://linkinghub.elsevier.com/retrieve/pii/S2666086524000110},
pages = {100406},
doi = {10.1016/j.crgsc.2024.100406}
}