Previous work on a ditopic receptor based on a tripodal phosphine oxide core demonstrated preferential enhancement of bromide binding over chloride or iodide in the presence of lithium cation. Current studies on an elongated receptor provide evidence that preferential bromide binding enhancement in the presence of lithium cation is common to this receptor class in general, and that lengthening of the receptor results in an overall increase in halide association. Furthermore, the extended receptor shows a strong preference for Li+ binding in solution.
A tripodal ditopic receptor presents H-bond donors and a phosphine oxide to potential guests. In the idealized binding conformation, an endohedral P═O functionality provides enhanced halide binding in the presence of lithium with the greatest ΔΔG° observed for bromide, while minimal changes in Ka are observed in the presence of sodium.
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