Inductive Charge Dispersal in Quinuclidinium Ions. Polar Effects,Part 13

Inductive charge dispersal to the α- β- and γ-positions of the solvated quinuclidinium ion has been examined by comparing the pK_a and the derived inductivities ρ_I of several 2- 3- and 4-substituted quinuclidinium perchlorates 4, 5 , and 6 , respectively. The same inductivity is observed at the practically equidistant β- and γ-positions. It, therefore, appears that polar substituent effects are transmitted directly through the molecule. As expected, inductivity is considerably higher at the α-positions where through-bond and direct induction coincide. The fact that the pK_a of all three series of salts correlate linearly with each other points to the common nature of these inductive electron displacements.