4, 5-Bis (dimethylamino) quinolines: Proton Sponge versus Azine Behavior

…, EA Shmoilova, AF Pozharskii, VA Ozeryanskii…

Index: Dyablo, Olga V.; Shmoilova, Elena A.; Pozharskii, Alexander F.; Ozeryanskii, Valery A.; Burov, Oleg N.; Starikova, Zoya A. Organic Letters, 2012 , vol. 14, # 16 p. 4134 - 4137

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Citation Number: 10

Abstract

Two first representatives, 5 and 6, of the still unknown 4, 5-bis (dimethylamino) quinoline have been synthesized and studied. While the former, being protonated either at the peri- NMe2 groups or at the ring nitrogen, has been shown to display properties of both a proton sponge and azine, its counterpart 6 behaves exclusively as azine giving only a quinolinium salt.