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The Hydroperoxidation of Olefins by Singlet Oxygen. Validity of the zwitterionic peroxide model

โœ Scribed by Charles W. Jefford


Publisher
John Wiley and Sons
Year
1981
Tongue
German
Weight
299 KB
Volume
64
Category
Article
ISSN
0018-019X

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โœฆ Synopsis


Abstract

The regioselectivity of the hydroperoxidation of tetrasubstituted olefins by singlet oxygen is rationalized in terms of the zwitterionic peroxide model.


๐Ÿ“œ SIMILAR VOLUMES


Concerning zwitterionic peroxide or dira
โœ Sr.M.Bellarmine Grdina; M. Grdina; M. Orfanopoulos; L.M. Stephenson ๐Ÿ“‚ Article ๐Ÿ“… 1979 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 183 KB

Arguments are presented which show that zwitterionic or diradical intermediates in the singlet oxygen-olefin ene reaction would lead to a prediction that geminal groups would be competitive in the C-H abstraction reaction. Isotope effect data available from previous studies clearly show that such is

The role of zwitterionic peroxides in co
โœ Charles W. Jefford ๐Ÿ“‚ Article ๐Ÿ“… 1979 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 176 KB

A remarkable directing effect has been recently detected in the reaction of methyl enol ethers of disubstituted acetaldehydes (I\_) with singlet oxygen.1~2 Hydroperoxidation takes place to greatly favour the product which arises by allylic shift towards the substituent cis to the methoxy group (2).3

Mechanisms of the reactions of singlet m
โœ Kizashi Yamaguchi; Takayuki Fueno; Hideo Fukutome ๐Ÿ“‚ Article ๐Ÿ“… 1973 ๐Ÿ› Elsevier Science ๐ŸŒ English โš– 438 KB

On the basis of the spin-and space-symmetry conservation criteria proposed previously, the cyclo~~~ition reactions of singlet molecular osy~en toward olehs and the thermal decomposition of dioxclane are characterized with respect to the mechanistic feature (conctrted, zwitterionic or biradical). The

Mechanistic implications of the stereoch
โœ Lawrence B. Harding; William A. Goddard III ๐Ÿ“‚ Article ๐Ÿ“… 1978 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 295 KB

We analyze the stereoselectivity of singlet oxygen-olefin reactions, concluding that a biradical peroxyl intermediate is involved and that experimental results are inconsistent with perepoxide intermediates. Recently Conia et al. ' have reported the results of a series of experiments on the reactio