
%0 Journal Article
%A Campbell, JR 
%A Pross, A 
%A Sternhell, S 
%T Preparation and chemistry of some 1-Iodo-1-phenylpropenes
%J Australian Journal of Chemistry
%D 1971/07/01
%V 24
%N 7
%P 1425-1436
%K 
%R https://doi.org/10.1071/CH9711425
%U https://www.publish.csiro.au/paper/CH9711425 
%X The oxidation of eight aryl alkyl hydrazones with iodine in the presence of triethylamine gave mixtures of 1-iodo-1-arylpropenes and ketones in yields of 36-73% and 19-43% respectively. Further evidence is presented in favour of an iodocarbonium ion intermediate for this reaction. Aspects of the photochemistry of 1-iodo-1-arylpropenes and their reaction with naphthylsodium are reported. The product distribution of the naphthylsodium reactions is consistent with an intermediate sp2-hybridized (?bent?) 1-arylpropenyl radical. 
