Six Peroxide Groups in One Molecule – Synthesis of Nine-Membered Bicyclic Silyl Peroxides
Ashot V Arzumanyan
1, 2
,
Roman G. Novikov
2
,
Valentin G Lakhtin
3
,
V. V. Chernyshev
4, 5
,
Andy Fitch
6
,
Gennady I. Nikishin
2
Publication type: Journal Article
Publication date: 2014-09-04
scimago Q2
wos Q2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
Compounds containing two nine-membered peroxide rings bridged by an ethane, ethene, or ethyne group were synthesized by the reactions of 1,2-bis[dichloro(alkyl)silyl]ethanes, (E)-1,2-bis[dichloro(methyl)silyl]ethene, or 1,2-bis[dichloro(methyl)silyl]ethyne with 1,1′-dihydroperoxydicycloalkyl peroxides. Each ring is formed by the replacement of two geminal chlorine atoms at the silicon atom with the hydroperoxide groups of one peroxide molecule. The cyclization is regioselective. The possible 12-membered bicyclic peroxide products are not produced. Unexpectedly, the peroxides are extremely explosive. The reactions of 1,2-bis[dichloro(alkyl)silyl]ethanes with 1,1-dihydroperoxy-tert-butylcyclohexane give only bicyclic peroxides containing two six-membered rings also through the replacement of two geminal chlorine atoms at the silicon atom by the hydroperoxide groups of one dihydroperoxide molecule.
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Total citations:
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Citations from 2024:
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(15.79%)
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GOST
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Arzumanyan A. V. et al. Six Peroxide Groups in One Molecule – Synthesis of Nine-Membered Bicyclic Silyl Peroxides // European Journal of Organic Chemistry. 2014. Vol. 2014. No. 31. pp. 6877-6883.
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Arzumanyan A. V., Terent'ev A. O., Novikov R. G., Lakhtin V. G., Chernyshev V. V., Fitch A., Nikishin G. I. Six Peroxide Groups in One Molecule – Synthesis of Nine-Membered Bicyclic Silyl Peroxides // European Journal of Organic Chemistry. 2014. Vol. 2014. No. 31. pp. 6877-6883.
Cite this
RIS
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TY - JOUR
DO - 10.1002/ejoc.201402895
UR - https://doi.org/10.1002/ejoc.201402895
TI - Six Peroxide Groups in One Molecule – Synthesis of Nine-Membered Bicyclic Silyl Peroxides
T2 - European Journal of Organic Chemistry
AU - Arzumanyan, Ashot V
AU - Terent'ev, Alexander O.
AU - Novikov, Roman G.
AU - Lakhtin, Valentin G
AU - Chernyshev, V. V.
AU - Fitch, Andy
AU - Nikishin, Gennady I.
PY - 2014
DA - 2014/09/04
PB - Wiley
SP - 6877-6883
IS - 31
VL - 2014
SN - 1434-193X
SN - 1099-0690
ER -
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BibTex (up to 50 authors)
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@article{2014_Arzumanyan,
author = {Ashot V Arzumanyan and Alexander O. Terent'ev and Roman G. Novikov and Valentin G Lakhtin and V. V. Chernyshev and Andy Fitch and Gennady I. Nikishin},
title = {Six Peroxide Groups in One Molecule – Synthesis of Nine-Membered Bicyclic Silyl Peroxides},
journal = {European Journal of Organic Chemistry},
year = {2014},
volume = {2014},
publisher = {Wiley},
month = {sep},
url = {https://doi.org/10.1002/ejoc.201402895},
number = {31},
pages = {6877--6883},
doi = {10.1002/ejoc.201402895}
}
Cite this
MLA
Copy
Arzumanyan, Ashot V., et al. “Six Peroxide Groups in One Molecule – Synthesis of Nine-Membered Bicyclic Silyl Peroxides.” European Journal of Organic Chemistry, vol. 2014, no. 31, Sep. 2014, pp. 6877-6883. https://doi.org/10.1002/ejoc.201402895.
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