25088-33-9Relevant academic research and scientific papers
Electron Spin Resonance Studies. Part 71. Side-chain Oxidation Pathways in the Reactions of .OH and SO4-. with Some Phenyl-substituted Carboxylic Acids, their Anions, and Some related Compounds
Gilbert, Bruce C.,Scarratt, Cathryn J.,Thomas, C. Barry,Young, John
, p. 371 - 380 (2007/10/02)
A series of arene radical-cations has been generated in situ by the reactions of methylbenzene, phenylethanoic acid, and some derivatives and cyclic analogues with both SO4-. and .OH (the latter in acid solution).The results are interpreted in terms of a variety of subsequent rapid reactions including hydration, deprotonation (to give benzylic radicals), and fragmentation (decarboxylation: for a series of radical-zwitterions +.Ar(CH2)nCO2- (n=1-3) decarboxylation (k >/= 1E9 dm3 mol-1 s-1) appears to proceed via direct intramolecular elecron-transfer, though in some cases formation of a discrete ?-bonded intermediate cannot be ruled out.
Interpretation of β-Hydrogen Hyperfine Splittings in the Electron Spin Resonance of the 3-Methyl-3-phenylbut-1-yl Radical
Ingold, K. U.,Nonhebel, D. C.,Wildman, T. A.
, p. 1675 - 1678 (2007/10/02)
At low temperatures the PhCMe2CH2C.H2 radical preferentially adopts a conformation in which the radical center and the phenyl substituent are gauche to each other when viewed along the Cβ-Cγ bond.The β-hydrogens are magnetically nonequivalent and the magnitudes of their hyperfine splitting represent an average over rotation about the Cα-Cβ bond.On the basis of the equation aHβ = 542 θ> G, we have derived a simple, two-component rotational potential which supports the suggestion that there is a weak, attractive interaction between the singly occupied Cα2pz orbital and the ?-cloud of the phenyl substituent.The conformations of some related radicals are also discussed.
