Polycyclic ozonides and peroxides derived from hexamethyl(Dewar benzene)

Kevin J. McCullough, Shogo Tanaka, Koichi Teshima, Masatomo Nojima

Research output: Contribution to journalArticle

Abstract

A stable, crystalline diozonide, derived from Hexamethyl(Dewar benzene) 1, has been shown by X-ray crystallographic analysis to be the endo,endo-isomer 3c which had been predicted to be less stable than the endo,exo-isomer 3b. Acidolysis of the trans-ozonide 5 in CF3CO2H/CH2Cl2 gave a stable crystalline tricyclic peroxide 6 whereas the isomeric cis-ozonide 7 decomposed under similar conditions.

Original languageEnglish
Pages (from-to)7625-7634
Number of pages10
JournalTetrahedron
Volume50
Issue number25
DOIs
Publication statusPublished - 1994

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    McCullough, K. J., Tanaka, S., Teshima, K., & Nojima, M. (1994). Polycyclic ozonides and peroxides derived from hexamethyl(Dewar benzene). Tetrahedron, 50(25), 7625-7634. https://doi.org/10.1016/S0040-4020(01)90489-2