Abstract
The title hexaphenol (1), a direct analogue of the β-hydroquinone hexameric unit, has been prepared by six-fold demethylation of hexakis (p-methoxyphenyloxy)benzene (2) with BBr3. Host1 forms a trigonal adduct, space groupR3,a=22.088(3),c=12.232(3) Å, containing 6 molecules of pyridine per host molecule: a detailed X-ray study of this inclusion compound reveals a true clathrate structure, the closed cages of which accommodate a small, non-stoichiometric amount of water.
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See, for example, D.D. MacNicol, inInclusion Compounds. (Eds. J.L. Atwood, J.E.D. Davies, and D.D. MacNicol), Academic Press, London, Vol.2, Chapter 5, pp. 123–168 (1984).
D.E. Palin and H.M. Powell:Nature (London)156, 334 (1945); for other references see, for example, D.D. MacNicol, inInclusion Compounds (Eds. J.L. Atwood, J.E.D. Davies, and D.D. MacNicol), Academic Press, London, Vol.2, Chapter 1, pp. 1–45 (1984).
C.J. Gilmore, D.D. MacNicol, A. Murphy, and M.A. Russell:Tetrahedron Lett.,24, 3269 (1983).
MITHRIL, A Computer Program for the Automatic Solution of Crystal Structures from X-ray Data, C.J. Gilmore:J. Appl. Crystallogr.,17, 42 (1985).
TheGX Crystallographic Program System, P.R. Mallinson and K.W. Muir:J. Appl. Crystallogr.,18, 51 (1985).
J.C. Hanson, personal communication.
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MacNicol, D.D., Mallinson, P.R., Murphy, A. et al. Synthesis and structure of hexakis (p-hydroxyphenyloxy)benzene: A versatile analogue of the hydrogen-bonded hexameric unit of β-hydroquinone. Journal of Inclusion Phenomena 5, 233–239 (1987). https://doi.org/10.1007/BF00655655
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DOI: https://doi.org/10.1007/BF00655655