Ozonolyse von Enolethern, 8. Mitteilung 7. und 9. Mitt., s. [1].
作者:Kurt Schank、Matthias Weiter
DOI:10.1002/1522-2675(200207)85:7<2105::aid-hlca2105>3.0.co;2-y
日期:2002.7
The results of conversions of 4-(1-methoxy-2-methylprop-1-enyl)-1,1'-biphenyl (19) with ozone and with dimethyldioxirane (6b) under 'normal' and 'inverse' conditions are compared with oxygenations by dioxygen under thermal and sensitized photochemical conditions, as well as with the photooxygenation of epoxide 17, formally derived from 19. Ozone consumption varies between 0.7 and 1 mol-equiv. amounts, peroxidic species are not formed. Except for bicyclus 24, all conversions lead to mixtures of the same [1,1'-biphenyl]-4-yl compounds which only differ by varying percentages. It is concluded that ozonolysis of C=C bonds only represents a special type of electron-transfer oxygenation.