The Marcus theory of the reactions of quinolinium ions with borohydride and hydroxide

D Kim, ISH Lee, MM Kreevoy

Index: Kim, Duckhee; Lee, In-Sook Han; Kreevoy, Maurice M. Journal of the American Chemical Society, 1990 , vol. 112, # 5 p. 1889 - 1894

Full Text: HTML

Citation Number: 17

Abstract

Abstract: The reactions of quinolinium ions with alkaline solutions of BH4-in a 4: 1 mixture of 2-propanol and water were studied. Four 1-benzyl-3-cyanoquinolium ions and two 3- (aminocarbonyl)-I-benzylquinolinium ions were used. The quinolinium ions first reversibly add a nucleophile (mostly to the 4-position) and then are more slowly reduced to the 1, 2- and 1, 4-dihydroquinolines. The equilibrium constant for the addition of OH-or OR-, the ...