
%0 Journal Article
%A Gream, GE 
%A Serelis, AK 
%A Stoneman, TI 
%T The 9-decalyl and related cations. III. Generation of the 8-hydrindyl cation by solvolysis
%J Australian Journal of Chemistry
%D 1974/08/01
%V 27
%N 8
%P 1711-1729
%K 
%R https://doi.org/10.1071/CH9741711
%U https://www.publish.csiro.au/paper/CH9741711 
%X Acetolysis of 4-(cyclopent-1'-enyl)butyl and 3-(2'-methylenecyclopentyl)propyl derivatives, but not 3-(cyclohex-1'-enyl)propyl and 2-(2'-methylenecyclohexyl)ethyl derivatives, occurs with &#960;-bond participation (95 and 92%, respectively) to give similar, including maybe identical, cationic species involving the 8-hydrindyl cation. On the basis of product composition, the 8-hydrindyl cations when generated from spiro[4,4]non-1-yl (&#963;-route) and cis- and trans-8-hydrindyl derivatives (direct route) are each different and are in turn different to those generated by the above &#960;-routes. Reasons for the differences are discussed and the possible role of the counter-ion in ion-pairs is examined. 
