
%0 Journal Article
%A Jones, M 
%A Kitching, W 
%T Synthesis and electrophilic substitution of some Hexa- and Penta-2,4-dienyl-silanes,-germanes and -stannanes
%J Australian Journal of Chemistry
%D 1984/09/01
%V 37
%N 9
%P 1863-1879
%K 
%R https://doi.org/10.1071/CH9841863
%U https://www.publish.csiro.au/paper/CH9841863 
%X Penta-2,4-dienyl and hexa-2,4-dienyl derivatives of silicon, germanium and tin have been synthesized (normally as E/Z mixtures) by metalation of the corresponding pentadienyllithium reagents. The E/Z isomeric mixtures have been fully characterized by 1H and 13C nuclear magnetic resonance spectroscopy. Trifluoroacetolysis of these compounds (CF3COOD) has been studied by direct 2H n.m.r. spectroscopy, and &#949;-electrophilic attack is predominant. In contrast, sulfur dioxide insertion (with the stannanes) is &#947;-regiospecific, but these kinetic &#947;-sulfinates rearrange, by a presumed electrocyclic process, to the conjugated dienylmethylsulfinates. 
