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Inclusion of nitriles inside and outside the molecular bowls of tetrabromo calix[4]arene hosts

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Abstract

New tetrabromo calix[4]arene derivatives 2 and 5a/5b have been synthesised and found to function as inclusion hosts for nitrile guests. The X-ray structures of (2)2 · (pivalonitrile)3 and (5a) · (acetonitrile)3 · (water) show that, in each compound, molecular inclusion occurs by a combination of complexation within the calixarene bowl and lattice inclusion outside the bowl. Racemic 5a/5b crystallises as a conglomerate, with chiral discrimination between these enantiomers being assisted by the propeller-shaped molecular conformation they adopt in the solid state.

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Authors and Affiliations

  1. School of Chemistry, The University of New South Wales, UNSW, Sydney, NSW, 2052, Australia

    Felicia Maharaj, Donald C. Craig, Marcia L. Scudder, Roger Bishop & Naresh Kumar

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  1. Felicia Maharaj
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  2. Donald C. Craig
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  3. Marcia L. Scudder
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  4. Roger Bishop
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  5. Naresh Kumar
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Correspondence to Naresh Kumar.

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Maharaj, F., Craig, D.C., Scudder, M.L. et al. Inclusion of nitriles inside and outside the molecular bowls of tetrabromo calix[4]arene hosts . J Incl Phenom Macrocycl Chem 59, 17–24 (2007). https://doi.org/10.1007/s10847-006-9288-6

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  • DOI: https://doi.org/10.1007/s10847-006-9288-6

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