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Encaging the Verkade’s Superbases: Thermodynamic and Kinetic Consequences

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posted on 2011-02-23, 00:00 authored by Pascal Dimitrov Raytchev, Alexandre Martinez, Heinz Gornitzka, Jean-Pierre Dutasta
Proazaphosphatranes, also known as Verkade’s superbases, are nonionic species, which exhibit catalytic properties for a wide range of reactions. The properly designed host molecule 3 and its protonated counterpart [3·H]+Cl were synthesized to study how confinement can modify the stability and the reactivity of a Verkade’s superbase. The results show that the encapsulation does not alter the strong basicity of the proazaphosphatrane, but dramatically decreases the rate of proton transfer.