Isotopic Exchange of Hydrogen at C??5 in Pyrimidine Derivatives: Tautomers with an sp3??Hybridised C??5 Carbon Atom

…, P Jansa, S Kovačková, M Buděšínský

Index: Dracinsky, Martin; Holy, Antonin; Jansa, Petr; Kovackova, Sona; Budesinsky, Milos European Journal of Organic Chemistry, 2009 , # 24 p. 4117 - 4122

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Citation Number: 4

Abstract

Abstract The proton-to-deuterium exchange reaction of the hydrogen atom at the 5-position of 15 pyrimidine derivatives has been studied. The exchange proceeds under both acidic and alkaline conditions. Under acidic conditions, the mechanism involves protonation at the 5-position (forming an σ complex), whereas under alkaline conditions the exchange is mainly a result of the formation of a tautomeric equilibrium, with one tautomer bearing an ...