The largest cycloarene derivative reported so far, the torand 1, is surprisingly readily accessible by CsOH-mediated cyclotrimerization. According to Macromodel calculations, 1 is almost planar and binds guanidinium with formation of six almost ideal hydrogen bonds with only slight change in conformation: the UV spectra of the torand and of its guanidinium complex are almost identical.
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Bell et al. (1990) studied this question.
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