Structure and Tautomerism of Cyclopentadiene Derivatives: X. 1,5-Sigmatropic Shifts of the p-Nitrobenzyl Group in Tetramethyl 5-Methylcyclopentadienetetracarboxylate View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2002-10

AUTHORS

I. E. Mikhailov, G. A. Dushenko, I. S. Nikishina, A. V. Kisin, V. I. Minkin

ABSTRACT

The reaction of thallium 5-methyl-1,2,3,4-tetrakis(methoxycarbonyl)cyclopentadienide with p-nitrobenzyl bromide gave a mixture of isomeric p-nitrobenzylcyclopentadienes. The isomers were separated, and the structure of each isomer was established by 1H and 13C NMR spectroscopy. 1,5-Sigmatropic shifts of the p-nitrobenzyl group along the cyclopentadienyl ring were revealed, their Gibbs activation energies ΔG≠120°C ranging from 29.5 to 30.6 kcal/mol. More... »

PAGES

1449-1455

Identifiers

URI

http://scigraph.springernature.com/pub.10.1023/a:1022592018924

DOI

http://dx.doi.org/10.1023/a:1022592018924

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1042437161


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