Carbocationic Rearrangements of 6b,7,8,8a-Tetramethyl-6b,8a-dihydrocyclobut[a]acenaphthylene: Effect of Medium Acidity

Carbocationic Rearrangements of 6b,7,8,8a-Tetramethyl-6b,8a-dihydrocyclobut[a]acenaphthylene: Effect of Medium Acidity Full article

Journal

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

Output data

Year: 2009, Volume: 45, Number: 8, Pages: 1175-1180 Pages count : 6 DOI: 10.1134/S1070428009080107

Authors

Bushmelev V.A. ¹ , Genaev A.M. ¹ , Sal'nikov G.E. ¹ , Shubin V.G. ¹

Affiliations

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

Rearrangements of 6b,7,8,.8a-tetramethyl-6b,8a-dihydrocyclobut[a]acenaphthylene in acids were investigated by NMR spectroscopy. The initially formed 3b,4-exo,4a,5-tetramethyl-3b,4,4a,5-tetrahydro-4H-cyclopropa[a]phenalen-5-yl cation and its endo-epimer rearranged into carbocations of phenalenyl type. Therewith the direction and the rate of rearrangement sharply changed at relatively small variations in the medium acidity.

Bushmelev V.A. , Genaev A.M. , Sal'nikov G.E. , Shubin V.G.
Carbocationic Rearrangements of 6b,7,8,8a-Tetramethyl-6b,8a-dihydrocyclobut[a]acenaphthylene: Effect of Medium Acidity
Russian Journal of Organic Chemistry. 2009. V.45. N8. P.1175-1180. DOI: 10.1134/S1070428009080107 WOS Scopus РИНЦ

Published print:	Aug 1, 2009
Published online:	Sep 27, 2009

Web of science	WOS:000269887800011
Scopus	2-s2.0-70349514896
Elibrary	15301228
OpenAlex	W2030879838