The reduction of a series of 3-W-1-methylquinolinium cations (1: W= H, Br, CONH2, CO2CH3, CN, NO2) by 1-benzyl-1, 4-dihydronicotinamide has been investigated. In all cases the kinetically controlled product from these reactions is the appropriate 3-W-1, 4- dihydro-1-methylquinoline. Only for W= Br is any significant amount of the 1, 2-dihydro isomer obtained (15% in this case). This kinetic preference for C-4 attack over C-2 attack ...
