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Chemistry for Sustainable Development

2010 year, number 4

Effect of the Nature of Exchange Cations in Montmorillonite Clay on the Direction of Verbenol Epoxide Transformations

I. V. Il'ina, S. Y. Kurbakova, K. P. Volcho, N. F. Salakhutdinov
Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences
volcho@nioch.nsc.ru
Keywords: montmorillonite clay, verbenol epoxide, terpenoids, rearrangements
Pages: 377-380

Abstract

Transformations of (-)-cis-verbenol epoxide 1 in the presence of montmorillonite clay containing different exchange cations were studied for the first time. It was demonstrated that the nature of a cation exerts a substantial effect both on the contribution from undesirable resinification and on the distribution of low-molecular products. The use of Co2+-containing montmorillonite clay allowed us to obtain a substantial (1.5 times) increase in the content of the target compound 3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol 2 in reaction mixture comparing to acidic montmorillonite clay species used earlier.