Effect of Cis/Trans Isomerism on Selective Oxidation of Olefins with Nitrous Oxide Full article
| Journal |
Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416 |
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| Output data | Year: 2016, Volume: 72, Number: 19, Pages: 2501-2506 Pages count : 6 DOI: 10.1016/j.tet.2016.03.084 | ||||
| Tags | Cycloaddition, Isomers, Nitrous oxide, Olefins, Oxidation | ||||
| Authors |
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| Affiliations |
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Funding (2)
| 1 | Russian Foundation for Basic Research | 14-03-31052 |
| 2 | Federal Agency for Scientific Organizations | V.44.2.3. |
Abstract:
Liquid phase oxidation of olefins with nitrous oxide is a promising synthetic route to ketones. The effect
of cis/trans isomerism on the reactivity of olefins towards N2O and on the reaction mechanism was
studied for the first time using 3-heptene oxidation as an example. Our experimental study revealed that
cis- and trans-isomers of 3-heptene have similar reactivity and yield the same set of products. However,
the cis/trans isomerism of the olefin has a pronounced effect on the reaction route involving the cleavage
of the initial C]C bond and, accordingly, on the products ratio. The yield of ketones is lower for the transisomer
due to higher contribution of the cleavage route.
Cite:
Ivanov D.
, Babushkin D.
, Semikolenov S.
, Malykhin S.
, Kharitonov A.
, Dubkov K.
Effect of Cis/Trans Isomerism on Selective Oxidation of Olefins with Nitrous Oxide
Tetrahedron. 2016. V.72. N19. P.2501-2506. DOI: 10.1016/j.tet.2016.03.084 WOS Scopus РИНЦ OpenAlex ANCAN
Effect of Cis/Trans Isomerism on Selective Oxidation of Olefins with Nitrous Oxide
Tetrahedron. 2016. V.72. N19. P.2501-2506. DOI: 10.1016/j.tet.2016.03.084 WOS Scopus РИНЦ OpenAlex ANCAN
Dates:
| Submitted: | Jan 28, 2016 |
| Accepted: | Mar 24, 2016 |
| Published online: | Mar 26, 2016 |
| Published print: | May 12, 2016 |
Identifiers:
| ≡ Web of science: | WOS:000375164000017 |
| ≡ Scopus: | 2-s2.0-84962469702 |
| ≡ Elibrary: | 26983832 |
| ≡ OpenAlex: | W2310850176 |
| ≡ Chemical Abstracts: | 2016:571786 |
| ≡ Chemical Abstracts (print): | 164:495594 |