The kinetic and thermodynamic control of pseudobase formation from 3-W-1- methylquinolinium cations has been studied for a variety of substituents (W). Spectral data indicate that, in both aqueous and methanolic solution, the C-2 pseudobases predominate at equilibrium for W= H and Br, while the C-4 pseudobases are the thermodynamically preferred species for W= CONH2, CO2CH3, CN, and NO2. Stopped-flow studies indicate ...
