Rearrangements of 1-(1-methylprop-1-en-1-yl)-1,2-dimethylacenaphthylenonium ions

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

Bushmelev VA ¹ , Genaev AM ¹ , Shubin VG ¹

Affiliations

1	(Данные Web of science) Russian Acad Sci, Novosibirsk Organ Chem Inst, Siberian Div, Novosibirsk 630090, Russia

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.

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

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

Published print:

Feb 1, 2006

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