Long-lived carbocations: Generation from 5,5,10,10-tetramethyl-5,10-dihydroindeno[2,1-a]indene, structure, and rearrangements

Long-lived carbocations: Generation from 5,5,10,10-tetramethyl-5,10-dihydroindeno[2,1-a]indene, structure, and rearrangements Научная публикация

Журнал

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Вых. Данные

Год: 2001, Том: 37, Номер: 9, Страницы: 1255-1258 Страниц : 4 DOI: 10.1023/A:1013167201820

Авторы

Genaev AM ¹ , Sal'nikov GE ¹ , Shubin VG ¹

Организации

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

According to the NMR data, protonation of 5,5,10,10-tetramethyl-5,10-dihydroindeno[2,1-a]indene in the system HSO3F-SO2ClF-CD2Cl2 at -80degreesC gives rise to long-lived 5,5,10,10-tetramethyl-2H-5,10-dihydroindeno[2,1-a]indenium ion which undergoes isomerization into 4b,5,10,10-tetramethyl-4b,5,9b,10-tetrahydroindeno[2,1-a]inden-5-yl cation on raising the temperature. On the basis of the data obtained for rearrangements of such carbocations an alternative mechanism has been proposed for the rearrangements of structurally related carbocations having a bicyclo[3.3.0]octane skeleton.

Genaev A. , Sal'nikov G. , Shubin V.
Long-lived carbocations: Generation from 5,5,10,10-tetramethyl-5,10-dihydroindeno[2,1-a]indene, structure, and rearrangements
Russian Journal of Organic Chemistry. 2001. V.37. N9. P.1255-1258. DOI: 10.1023/A:1013167201820 WOS Scopus РИНЦ

Web of science	WOS:000173634000012
Scopus	2-s2.0-0035457338
РИНЦ	13368970
OpenAlex	W2950581235