
%0 Journal Article
%A Liveris, M 
%A Miller, J 
%T The Sn Mechanism in aromatic compounds.  24. The positional order of inductive effects in the aromatic ring.
%J Australian Journal of Chemistry
%D 1958/09/01
%V 11
%N 3
%P 297-301
%K 
%R https://doi.org/10.1071/CH9580297
%U https://www.publish.csiro.au/paper/CH9580297 
%X The two main views on the transmission of the inductive (I) effect within the ring are tested by comparison of the reactivity of the chlorine in 2-, 3-, and 4-chloro-N-methylpyridinium salts with sodium p-nitrophenoxide in absolute methanol. Activation by the ring N+, corresponding to C&#1073;+ for attached -I groups, is shown to be in the positional order : 2>4>>3. The corresponding rate ratios (at 50 °C) are 4.89 x 107 : 1.62 x 106 : 1. These results strongly favour the view that both &#963;- and &#960;-electron systems are involved in the intra-annular transmission. Similar results are obtained for reaction with sodium methoxide in absolute methanol. 
