
%0 Journal Article
%A Crow, WD 
%A Khan, AN 
%T Iminyl radicals in gas-phase synthesis. II. Formation of a-branched nitriles from cycloalkanone azines
%J Australian Journal of Chemistry
%D 1976/10/01
%V 29
%N 10
%P 2289-2297
%K 
%R https://doi.org/10.1071/CH9762289
%U https://www.publish.csiro.au/paper/CH9762289 
%X Gas-phase pyrolysis of cyclopentanone and cyclohexanone azines results in the formation of iminyl radicals. These undergo ring cleavage to the &#969;-cyanoalkyl radicals, which stabilize, by internal hydrogen-atom transfer, to the corresponding &#945;-cyanoalkyl radicals. Fragmentation of the latter yields acrylonitrile and alkyl radicals, which can recombine with the &#945;-cyanoalkyl radicals to form &#945;-alkylated nitriles. The mechanisms involved are discussed with reference to isotopic labellingstudies. 
