Free-radical rearrangement of a silyl radical via net 1,2-migration of an acetoxy group

1983 ◽  
Vol 105 (5) ◽  
pp. 1395-1396 ◽  
Author(s):  
James W. Wilt ◽  
Steven M. Keller
Keyword(s):  
Free Radical ◽  
Acetoxy Group ◽  
Silyl Radical ◽  
Radical Rearrangement

A cyclobutanone-based tandem free radical rearrangement

1994 ◽  
Vol 35 (31) ◽  
pp. 5563-5566 ◽  
Author(s):  
Paul Dowd ◽  
Wei Zhang ◽  
Khalid Mahmood
Keyword(s):  
Free Radical ◽  
Radical Rearrangement

Free-radical acetoxy group migration: an E.P.R. spectral study

1971 ◽  
Vol 24 (10) ◽  
pp. 2099 ◽  
Author(s):  
ALJ Beckwith ◽  
PK Tindal
Keyword(s):  
Free Radical ◽  
Spectral Data ◽  
Spectral Study ◽  
Hyperfine Splitting ◽  
Butyl Acetate ◽  
Reducing Power ◽  
Flow Cell ◽  
Acetoxy Group ◽  
Cyclic Ethers ◽  
Group Migration

E.p.r. spectra have been recorded for a number of radicals generated in a flow cell from cyclic ethers, 1,3-dioxolans, 1,3-dioxans, and other cyclic and acyclic substrates. The cyclic radicals do not undergo detectable fragmentation, but the rearrangement of the radical (9) derived from t-butyl acetate has been observed. The mechanism of acetoxy group migration in radicals is discussed in the light of these results. ��� The spectral data, including, in some cases, values of 13C hyperfine splitting factors, indicate that there is considerable deviation from planarity at the radical, centres of some cyclic species, and this phenomenon is accompanied by a change in sign of α-proton splitting factors. The reducing power of radicals derived from cyclic ethers has been investigated.

Free-radical rearrangement of enol sulfonates

1970 ◽  
Vol 92 (10) ◽  
pp. 3203-3205 ◽  
Author(s):  
Norbert. Frydman ◽  
Yehuda. Mazur
Keyword(s):  
Free Radical ◽  
Radical Rearrangement

The pyrolysis of 6a,11b-Dihydro-7-thiabenzo[c]fluorene 7,7-dioxide and some of its derivatives

1968 ◽  
Vol 21 (6) ◽  
pp. 1571 ◽  
Author(s):  
W Davies ◽  
BC Ennis ◽  
QN Porter
Keyword(s):  
Free Radical ◽  
Title Compound ◽  
Compound A ◽  
Radical Rearrangement ◽  
Rearrangement Mechanism ◽  
Derivatives Of

It is shown that heat in the absence of a solvent converts the title compound into benzo[k,l]thioxanthen 7,7-dioxide, 7-thiabenzo[c]fluorene, and o-(1-naphthyl)-benzenesulphonic acid. From these results and a consideration of the related pyrolyses of the 3,10- and 1,8-dimethyl derivatives of the title compound, a free-radical rearrangement mechanism is proposed to explain the observations.

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