Degenerate rearrangement of long-lived 9,10-dimethyl-9-(cis-1-methyl-1-propenyl)phenanthrenium ion: 1,2-shift of the dimethylvinyl group

Degenerate rearrangement of long-lived 9,10-dimethyl-9-(cis-1-methyl-1-propenyl)phenanthrenium ion: 1,2-shift of the dimethylvinyl group Full article

Journal

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

Output data

Year: 2004, Volume: 40, Number: 7, Pages: 966-972 Pages count : 7 DOI: 10.1023/B:RUJO.0000045186.11978.a5

Authors

Bushmelev VA ¹ , Genaev AM ¹ , Shubin VG ¹

Affiliations

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

Dynamic NMR study showed that 9,10-dimethyl-9-(cis-1-methyl-1-propenyl)phenanthrenium ion generated by reaction of 1,2,2a,10b-tetramethyl-2a,10b-dihydrocyclobuta[l]phenanthrene with HSO3F below -100degreesC undergoes very fast (DeltaG(not equal) = 22 kJ/mol at -120degreesC) degenerate 1,2-shift of the dimethylvinyl group.

Bushmelev V. , Genaev A. , Shubin V.
Degenerate rearrangement of long-lived 9,10-dimethyl-9-(cis-1-methyl-1-propenyl)phenanthrenium ion: 1,2-shift of the dimethylvinyl group
Russian Journal of Organic Chemistry. 2004. V.40. N7. P.966-972. DOI: 10.1023/B:RUJO.0000045186.11978.a5 WOS Scopus РИНЦ

Published print:

Jul 1, 2004

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