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Isomerisation des radicaux insatures. III. Radicaux α,α,β-, α,β,γ- et α,α,γ-trimethallyles
Deslauriers, Helene,Collin, Guy J.
, p. 3168 - 3173 (2007/10/02)
α,α,β-, α,β,γ-, and α,α,γ-trimethallyl radicals have been generated in the 147.0-nm gas phase photolysis of 2,3,3-trimethyl-1-butene, 3,4-dimethyl-2-pentene, and 2,4-dimethyl-2-pentene, respectively.Under these conditions, the majority of allyl radicals have an internal energy sufficient for further decomposition: they give rise to the formation of various 1,3-dienes and small amounts of either 1,2- or 2,3-dienes.An internal sigmatropic 1,2-hydrogen atom transfer process is part of the proposed mechanism to explain such products.Moreover, the fragmentation of the trimethyl substituted allyl radicals involves the split of one β(C-C) bond, then one β(C-H), and, to a lesser extent, one central C-CH3 bond.
