volume 56 issue 8 pages 1580-1587

Thermolysis of furoxans annulated with five-membered carbocycles in the presence of dipolarophiles

Publication typeJournal Article
Publication date2007-08-01
scimago Q3
SJR0.305
CiteScore2.8
Impact factor
ISSN10665285, 15739171
General Chemistry
Abstract
The conditions for the thermolysis of furoxans annulated with differently strained five-membered carbocycles (cyclopentafuroxan 1, norbornenofuroxan 2, and acenaphthofuroxan 3) to bis(nitrile oxides) in the presence of various dipolarophiles (diethyl acetylenedicarboxylate, benzoylformonitrile, and ethoxycarbonylformonitrile) were optimized. It was found that the reactivities of the above furoxans as sources of bis(nitrile oxides) decrease in the order 2 > 1 > 3. Among the furoxans studied, only norbornenofuroxan 2 can be recommended as a possible cross-linking reagent for polymers. The formation of di-N-oxides of 3,4-bis(cyanopropyl)-, 3,4-bis(cyanocyclopentyl)-, and 3,4-bis(cyanonaphthyl)furoxans was detected. They resulted from intermolecular cyclodimerization of bis(nitrile oxides) initially formed in the thermolysis of furoxans 1–3.
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Kulikov A. et al. Thermolysis of furoxans annulated with five-membered carbocycles in the presence of dipolarophiles // Russian Chemical Bulletin. 2007. Vol. 56. No. 8. pp. 1580-1587.
GOST all authors (up to 50) Copy
Kulikov A., Epishina M. A., Ovchinnikov I. V., Makhova N. N. Thermolysis of furoxans annulated with five-membered carbocycles in the presence of dipolarophiles // Russian Chemical Bulletin. 2007. Vol. 56. No. 8. pp. 1580-1587.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1007/s11172-007-0247-1
UR - https://doi.org/10.1007/s11172-007-0247-1
TI - Thermolysis of furoxans annulated with five-membered carbocycles in the presence of dipolarophiles
T2 - Russian Chemical Bulletin
AU - Kulikov, A.S
AU - Epishina, M A
AU - Ovchinnikov, I V
AU - Makhova, N N
PY - 2007
DA - 2007/08/01
PB - Springer Nature
SP - 1580-1587
IS - 8
VL - 56
SN - 1066-5285
SN - 1573-9171
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2007_Kulikov,
author = {A.S Kulikov and M A Epishina and I V Ovchinnikov and N N Makhova},
title = {Thermolysis of furoxans annulated with five-membered carbocycles in the presence of dipolarophiles},
journal = {Russian Chemical Bulletin},
year = {2007},
volume = {56},
publisher = {Springer Nature},
month = {aug},
url = {https://doi.org/10.1007/s11172-007-0247-1},
number = {8},
pages = {1580--1587},
doi = {10.1007/s11172-007-0247-1}
}
MLA
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MLA Copy
Kulikov, A.S, et al. “Thermolysis of furoxans annulated with five-membered carbocycles in the presence of dipolarophiles.” Russian Chemical Bulletin, vol. 56, no. 8, Aug. 2007, pp. 1580-1587. https://doi.org/10.1007/s11172-007-0247-1.