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Ozonolyse von Enolethern, 8. Mitteilung
Author(s) -
Schank Kurt,
Weiter Matthias
Publication year - 2002
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(200207)85:7<2105::aid-hlca2105>3.0.co;2-y
Subject(s) - chemistry , ozonolysis , photooxygenation , dimethyldioxirane , epoxide , biphenyl , double bond , ozonide , ozone , organic chemistry , medicinal chemistry , singlet oxygen , oxygen , catalysis
Ozonolysis of Enol Ethers. Part 8. Ozonation of (1‐Methoxy‐2‐methylprop‐1‐enyl)‐1,1′‐biphenyl in Comparison with Related Oxygenations 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 CC bonds only represents a special type of electron‐transfer oxygenation.