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Encaging the Verkade's superbases: thermodynamic and kinetic consequences
Pascal Dimitrov Raytchev1, Alexandre Martinez, Heinz Gornitzka
1Laboratoire de Chimie, École Normale Supérieure de Lyon, CNRS, 46 Allée d'Italie, F-69364 Lyon, France.
Abstract:
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.
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