38842-11-4Relevant articles and documents
Further Characterization of the 1,1-Diphenyl-2,2-dimethylpropyl Radical
Smith, William B.,Saint, Christopher,Branum, Gary D.
, p. 3828 - 3830 (1983)
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THE REACTION OF CARBANIONS WITH TERT-BUTYL RADICALS
Russell, Glen A.,Khanna, Rajive K.
, p. 4133 - 4146 (2007/10/02)
The SRNl free radical chain reaction of Me3CHgCl with nitronate -O2N=C(R1)(R2)> and phenone enolate -)=C(R1)(R2)> anions yields the C-alkylation products 1)(R2)NO2, PhCOC(R1)(R2)CMe3>.Competitive reactions between pairs of anions demonstrate that as the basicity of the anion increases the reactivity toward Me3Cat first increases and then decreases.An inverted reactivity order is also observed with phenylacetonitrile anions.In early transition state reactions, the nucleophilic character of the tert-butyl radical apparently controls the reactivity by virtue of a transition state involving transfer of the electron from radical to the LUMO of the resonance stabilized anion.
THE ABNORMAL FINKELSTEIN REACTION. A SEQUENTIAL IONIC-FREE RADICAL REACTION MECHANISM
Smith, William B.,Branum, Gary D.
, p. 2055 - 2058 (2007/10/02)
The reaction of alkyl halides with sodium iodide in acetone (Finkelstein Reaction) may yield coupled or rearranged products via cationic intermediates.