Diversion of the Arbuzov reaction: alkylation of C-Cl instead of phosphonic ester formation on the fullerene cage.
Olga A Kraevaya
1, 2
,
A. S. Peregudov
3
,
Alexander S. Peregudov
4, 5, 6
,
Sergey Troyanov
5, 6, 7, 8, 9
,
Ivan A Godovikov
3
,
Ivan Godovikov
4, 5, 6
,
N. E. Fedorova
5, 6, 10, 11
,
Р. Р. Климова
5, 6, 10, 11
,
Vasilina Sergeeva
12
,
Vasilina A Sergeeva
5, 6, 13
,
Larisa V. Kameneva
5, 6, 12, 13
,
Elizaveta Ershova
12
,
Elizaveta S. Ershova
5, 6, 13
,
V.M Martynenko
2
,
Vyacheslav M Martynenko
6, 14, 15, 16
,
Sandra Claes
17
,
A. A. Kushch
5, 6, 10, 11
,
Svetlana Kostyuk
12
,
Svetlana V. Kostyuk
5, 6, 13
,
Dominique Schols
17
,
Alexander F. Shestakov
2, 18
,
Pavel A. Troshin
1, 2, 5, 6, 14, 15, 19
5
Moscow
6
Russia
|
8
DEPARTMENT OF CHEMISTRY
15
Semenov Prospect 1
16
Chernogolovka
|
Publication type: Journal Article
Publication date: 2019-05-17
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
31169856
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
We report an "inversed" Arbuzov reaction of the fullerene derivatives C60Ar5Cl with trialkyl phosphites P(OR)3 producing alkylated fullerene derivatives C60Ar5R (R = Me, Et, iPr, nBu) with almost quantitative yields. This reaction provides a convenient synthetic route for the preparation of a large variety of functionalized fullerene derivatives with tailored properties, e.g. water-soluble compounds demonstrating promising antiviral activities against HCMV, HSV1, HIV and several influenza virus strains.
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Citations from 2024:
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Kraevaya O. A. et al. Diversion of the Arbuzov reaction: alkylation of C-Cl instead of phosphonic ester formation on the fullerene cage. // Organic and Biomolecular Chemistry. 2019. Vol. 17. No. 30. pp. 7155-7160.
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Kraevaya O. A. et al. Diversion of the Arbuzov reaction: alkylation of C-Cl instead of phosphonic ester formation on the fullerene cage. // Organic and Biomolecular Chemistry. 2019. Vol. 17. No. 30. pp. 7155-7160.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1039/c9ob00593e
UR - https://xlink.rsc.org/?DOI=C9OB00593E
TI - Diversion of the Arbuzov reaction: alkylation of C-Cl instead of phosphonic ester formation on the fullerene cage.
T2 - Organic and Biomolecular Chemistry
AU - Kraevaya, Olga A
AU - Peregudov, A. S.
AU - Peregudov, Alexander S.
AU - Troyanov, Sergey
AU - Godovikov, Ivan A
AU - Godovikov, Ivan
AU - Fedorova, N. E.
AU - Климова, Р. Р.
AU - Sergeeva, Vasilina
AU - Sergeeva, Vasilina A
AU - Kameneva, Larisa V.
AU - Ershova, Elizaveta
AU - Ershova, Elizaveta S.
AU - Martynenko, V.M
AU - Martynenko, Vyacheslav M
AU - Claes, Sandra
AU - Kushch, A. A.
AU - Kostyuk, Svetlana
AU - Kostyuk, Svetlana V.
AU - Schols, Dominique
AU - Shestakov, Alexander F.
AU - Troshin, Pavel A.
PY - 2019
DA - 2019/05/17
PB - Royal Society of Chemistry (RSC)
SP - 7155-7160
IS - 30
VL - 17
PMID - 31169856
SN - 1477-0520
SN - 1477-0539
ER -
Cite this
BibTex (up to 50 authors)
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@article{2019_Kraevaya,
author = {Olga A Kraevaya and A. S. Peregudov and Alexander S. Peregudov and Sergey Troyanov and Ivan A Godovikov and Ivan Godovikov and N. E. Fedorova and Р. Р. Климова and Vasilina Sergeeva and Vasilina A Sergeeva and Larisa V. Kameneva and Elizaveta Ershova and Elizaveta S. Ershova and V.M Martynenko and Vyacheslav M Martynenko and Sandra Claes and A. A. Kushch and Svetlana Kostyuk and Svetlana V. Kostyuk and Dominique Schols and Alexander F. Shestakov and Pavel A. Troshin and others},
title = {Diversion of the Arbuzov reaction: alkylation of C-Cl instead of phosphonic ester formation on the fullerene cage.},
journal = {Organic and Biomolecular Chemistry},
year = {2019},
volume = {17},
publisher = {Royal Society of Chemistry (RSC)},
month = {may},
url = {https://xlink.rsc.org/?DOI=C9OB00593E},
number = {30},
pages = {7155--7160},
doi = {10.1039/c9ob00593e}
}
Cite this
MLA
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Kraevaya, Olga A., et al. “Diversion of the Arbuzov reaction: alkylation of C-Cl instead of phosphonic ester formation on the fullerene cage..” Organic and Biomolecular Chemistry, vol. 17, no. 30, May. 2019, pp. 7155-7160. https://xlink.rsc.org/?DOI=C9OB00593E.