Rearrangements of 1-(1-methylprop-1-en-1-yl)-1,2-dimethylacenaphthylenonium ions Full article
| Journal |
Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393 |
||
|---|---|---|---|
| Output data | Year: 2006, Volume: 42, Number: 2, Pages: 220-226 Pages count : 7 DOI: 10.1134/S1070428002120102 | ||
| Authors |
|
||
| Affiliations |
|
Abstract:
It was discovered by means of dynamic NMR that the 1-(cis-1-methylprop-1-en-1-yl)-1,2-dimethylacenaphthylenonium ion generated under conditions of "long life" for carbocations underwent fast (Delta G(#)35.8 kJ mol(-1) at-103 degrees C) degenerate 1,2-shiftofthe cis-dimethylvinyl group. Quantum-chemical calculations by DFT method predict lower rate of 1,2-shift for the trans-dimethyl vinyl group compared to cis-dimethylvinyl group and dependence on the cations conformation of the rates of these processes and of the rearrangement mechanism into the ions of phenalenyl type.
Cite:
Bushmelev V.
, Genaev A.
, Shubin V.
Rearrangements of 1-(1-methylprop-1-en-1-yl)-1,2-dimethylacenaphthylenonium ions
Russian Journal of Organic Chemistry. 2006. V.42. N2. P.220-226. DOI: 10.1134/S1070428002120102 WOS Scopus РИНЦ OpenAlex
Rearrangements of 1-(1-methylprop-1-en-1-yl)-1,2-dimethylacenaphthylenonium ions
Russian Journal of Organic Chemistry. 2006. V.42. N2. P.220-226. DOI: 10.1134/S1070428002120102 WOS Scopus РИНЦ OpenAlex
Original:
Бушмелев В.А.
, Генаев А.М.
, Шубин В.Г.
ПЕРЕГРУППИРОВКИ 1 -(1 -МЕТИЛПРОП-1 -ЕН-1-ИЛ)-1,2-ДИМЕТИЛАЦЕНАФТИЛЕНОНИ-ЕВЫХ ИОНОВ.
Журнал органической химии (RUSS J ORG CHEM+). 2006. Т.42. №2. С.236-242. РИНЦ
ПЕРЕГРУППИРОВКИ 1 -(1 -МЕТИЛПРОП-1 -ЕН-1-ИЛ)-1,2-ДИМЕТИЛАЦЕНАФТИЛЕНОНИ-ЕВЫХ ИОНОВ.
Журнал органической химии (RUSS J ORG CHEM+). 2006. Т.42. №2. С.236-242. РИНЦ
Dates:
| Published print: | Feb 1, 2006 |
Identifiers:
| Web of science: | WOS:000236255900010 |
| Scopus: | 2-s2.0-33645375370 |
| Elibrary: | 13511376 |
| OpenAlex: | W2019487513 |