Structure and dynamic stability of cyclodextrin inclusion complexes with 1,4-disubstituted bicyclo[2.2.2]octanes |
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Authors: | Ulf Berg Marcia Berglund Nina Bladh Anette Svensson Magnus Stödeman |
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Institution: | (1) Division of Organic Chemistry 1, Lund University, P.O.Box 124, S-221 00 Lund, Sweden;(2) Division of Thermochemistry, Chemical Center, Lund University, P.O.Box 124, S-221 00 Lund, Sweden |
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Abstract: | The properties of inclusion complexes of 1,4-di-R-bicyclo2.2.2]octaves (R = H (1), Me (2), Cl (3), Br (4), and OH (5)) with cyclodextrins have been studied by NMR, microcalorimetry, and force-field computations. The compounds2 and3 (but not the other compounds) give dynamically stable 1:2 guest-host complexes with -cyclodextrin. Microcalorimetry of5 in water indicates a moderately strong 1:1 complex with - but weak complexes with - or -cyclodextrin. The behaviour depends on the subtle interplay size, polarity, hydrophobicity and type of solvent. |
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