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Sequential Formation of Heteroternary Cucurbit[10]uril (CB[10]) Complexes

Von Wiley-VCH zur Verfügung gestellt

An azaphosphatrane (AZAP) forms a host:guest 1 : 1 complex with the cucurbit[10]uril (CB[10]) macrocycle in water and forces CB[10] to adopt an 8-shape with AZAP occupying the majority of the cavity. The CB[10] contraction leads to a residual space which favors the co-inclusion of planar and monocationic co-guest (CG) molecules, affording heteroternary CB[10]⋅AZAPCG complexes.


Abstract

The globular and monocationic guest molecule trimethyl-azaphosphatrane (AZAP, a protonated Verkade superbase) was shown to form a host:guest 1 : 1 complex with the cucurbit[10]uril (CB[10]) macrocycle in water. Molecular dynamics calculations showed that CB[10] adopts an 8-shape with AZAP occupying the majority of the internal space, CB[10] contracting around AZAP and leaving a significant part of the cavity unoccupied. This residual space was used to co-include planar and monocationic co-guest (CG) molecules, affording heteroternary CB[10]⋅AZAPCG complexes potentially opening new perspectives in supramolecular chemistry.

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