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 Full article

Journal

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

Output data

Year: 2001, Volume: 37, Number: 9, Pages: 1255-1258 Pages count : 4 DOI: 10.1023/A:1013167201820

Authors

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

Affiliations

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 OpenAlex

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