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2 Polish Journal of Chemistry

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1:3 Complex between beta-Cyclodextrin and Dendrimer with Three Branches Involving Four Glycine and One Adamantyl Group

Dodziuk H., Demchuk O., Koźmiński W., Dolgonos G.

Polish Journal of Chemistry

2003

Vol. 77 / nr 3

333-340

The first-generation dendrimer, benzene-sym-tris-N,N,N-carbonyltriglycylglycine N_-1-adamantylamide, was synthesized by a modification of a described procedure. Its complexation with alfa-, beta- and gamma-cyclodextrins was studied by NMR. The complexation induced fit and NOESY studies indicate that, in agreement with molecular mechanics calculations, the complex with alfa-cyclodextrin is considerably stronger than those with beta- and gamma-cyclodextrins.

The stoichiometry and stability of beta-cyclodextrin complexes of some aromatic ketones and thioketones

Milewski M., Urjasz W., Maciejewski A., Augustyniak W.

Polish Journal of Chemistry

1998

Vol. 72, nr 11

2405-2417

Stoichiometry and stability constants of beta-cyclodextrin (beta-CD) complexes of several aromatic ketones and the corresponding thioketones were determined by the spectrophotometric and solubility methods. The solubility method with high-performance liquid chromatography (HPLC) detection of the solute concentration proved to be very convenient in determination of the stability constant for the least soluble thioketone. The formation constants were correlated with 1-octanol-water partition cefficients, which vary over more than five orders of magnitude for compounds studied. The hydrophobic interaction and dispersion forces were found to be the most important sources of the complex stability. Relatively strong hydrogen bonds between the ketone molecules and water destabilize their beta-cyclodextrin complexes. Stoichiometry of all beta-cyclodextrin complexes studied was found to be 1:1. The synthesis of a new alkyl derivative of 4H-1-benzopyran-4-one and 4H-1-beznopyran-4-thione was described.