Spectroscopic and crystallographic study of 27,28-diethoxy-p-tert-butylcalix[4]arenes

J.A. Kanters, A. Schouten, E. Steinwender, J.H. Maas, L.C. Groenen, D.N. Reinhoudt

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    The molecular conformation of the anti form of the title compound, i.e. with the two neighbouring phenylethylether fragments in anti positions, is a partial cone. The conformation is stabilized by two intramolecular hydrogen bonds. These bonds involve both the phenolic OH groups as donors and a hydroxyl group and an ethoxygroup as acceptors. FT-IR solid state spectra reveal two OH bands at 3388 and 3175 cm-1 which is in accordance with the observed hydrogen-bond configuration. In CCl4 solution the partial cone is preserved for the anti form (3378 and 3187 cm-1) while the corresponding syn form mainly adopts a cone conformation characterized by O-H stretching vibrations at 3360 and 3168 cm-1.
    Original languageEnglish
    Pages (from-to)49-64
    Number of pages15
    JournalJournal of molecular structure
    Issue number1-2
    Publication statusPublished - 1992


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