Trimerization of β-cyclodextrin through the click reaction.

2013 
Abstract Triprop-2-ynyl benzene-1,3,5-tricarboxylate ( A ) is synthesized by the reaction of 1,3,5-benzenetricarbonyl trichloride with propargyl alcohol and ( A ) is clicked with mono-6-deoxy-6-azido-β-cyclodextrin (N 3 –β-CD) in the presence of copper(I) bromide catalyst. N 3 –β-CD has been prepared from β-cyclodextrin (β-CD) on treatment with toluenesulfonyl chloride (TsCl) and then with sodium azide (NaN 3 ) in two consecutive steps. Further trimer of β-CD is characterized by 1 H NMR and FTIR studies. Solubility of β-cyclodextrin (β-CD) in water can be increased by increasing the number of alcoholic OH functionalities and hydrophobic cavities in a molecule by the trimerization of β-CD.
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