Behavior of 9-cyclopropyl-10,10-dimethyl-9,10-dihydrophenanthren-9-ol in acid medium: Opening of the cyclopropane ring Full article
| Journal |
Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393 |
||
|---|---|---|---|
| Output data | Year: 2011, Volume: 47, Number: 6, Pages: 862-868 Pages count : DOI: 10.1134/S1070428011060054 | ||
| Authors |
|
||
| Affiliations |
|
Abstract:
According to the NMR data, opening of the cyclopropane ring in carbocations derived from 9-cyclopropyl-10,10-dimethyl-9,10-dihydrophenanthren-9-ol in acid medium follows two pathways, depending on the acidity. The first pathway is protonation of the cyclopropyl group; it occurs in strongly acidic medium (HSO3F-SbF5-SO2ClF-CD2Cl2). The second pathway involves cyclopropyl-carbinyl rearrangement; it is typical of less acidic medium.
Cite:
Genaev A.M.
, Sal'nikov G.E.
, Shubin V.G.
Behavior of 9-cyclopropyl-10,10-dimethyl-9,10-dihydrophenanthren-9-ol in acid medium: Opening of the cyclopropane ring
Russian Journal of Organic Chemistry. 2011. V.47. N6. P.862-868. DOI: 10.1134/S1070428011060054 WOS Scopus РИНЦ OpenAlex
Behavior of 9-cyclopropyl-10,10-dimethyl-9,10-dihydrophenanthren-9-ol in acid medium: Opening of the cyclopropane ring
Russian Journal of Organic Chemistry. 2011. V.47. N6. P.862-868. DOI: 10.1134/S1070428011060054 WOS Scopus РИНЦ OpenAlex
Original:
Генаев А.М.
, Сальников Г.Е.
, Шубин В.Г.
Поведение 10,10-диметил-9-циклопропил-9,10-дигидрофенантрен-9-ола в кислых средах: раскрытие циклопропанового кольца
Журнал органической химии (RUSS J ORG CHEM+). 2011. Т.47. №6. С.9-10. РИНЦ
Поведение 10,10-диметил-9-циклопропил-9,10-дигидрофенантрен-9-ола в кислых средах: раскрытие циклопропанового кольца
Журнал органической химии (RUSS J ORG CHEM+). 2011. Т.47. №6. С.9-10. РИНЦ
Dates:
| Published print: | Jun 1, 2011 |
| Published online: | Jul 8, 2011 |
Identifiers:
| Web of science: | WOS:000292562900005 |
| Scopus: | 2-s2.0-80051486531 |
| Elibrary: | 18058324 |
| OpenAlex: | W2032126638 |