
TY  - JOUR
A1  - Liveris, M 
A1  - Miller, J 
T1  - The Sn Mechanism in aromatic compounds.  24. The positional order of inductive effects in the aromatic ring.
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1958
VL  - 11
IS  - 3
SP  - 297
EP  - 301
KW  - 
UR  - https://doi.org/10.1071/CH9580297 
N2  - 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. 
ER  -

