Making amines strong bases: Thermodynamic stabilization of protonated guests in a highly-charged supramolecular host1

…, RG Bergman, KN Raymond

Index: Leung, Dennis H.; Bergman, Robert G.; Raymond, Kenneth N. Journal of the American Chemical Society, 2007 , vol. 129, # 10 p. 2746 - 2747

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Citation Number: 93

Abstract

A highly charged, cavity-containing supramolecular assembly formed by metal-ligand interactions acts as a host to dramatically shift the effective basicity of encapsulated protonated amine guests. The scope of encapsulated protonated amine and phosphine guests shows size selectivity consistent with a constrained binding environment. Protonation of the encapsulated guests is confirmed by 31P NMR studies, mass spectrometry studies, ...