Formation of Intramolecular Complexes by Hydrocinnamoyl--Cyclodextrin

The NMR spectra of 6-hydrocinnamoyl-o -CD (d-HyCiO-of-CD) in D2O showed that the peaks of the phenyl protons of the hydrocinnamoyl group are shifted to upheld. However, the shifts are slightly dependent on the con- 

6-Cinnamoyl- 6-CD (6-CiO-/3-CD) was sparingly soluble in water, although most 6-substituted 6-CDs are soluble. However, 6-CiO-/3-CD was solubilized in water on the addition of adamantane carboxylic acid or p-iodoaniline which could be included in a 6-CD cavity. These results suggest that 6-CiO-/l-CD formed supramolecular polymers in the solid state, as shown in the proposed structure in Fig. 17. The X-ray powder pattern of 6-CiO-/l-CD was similar to that of the complex between p-CD and ethyl cinnamate, in which /3-CDs formed a layer structure. The crystal structure of 6-aminocinnamoyl-/3-CD (6-aminoCiO-/l-CD) is shown in Fig. 12 and we discussed the relationship between crystal packing and the substituent group in Sect. 2.8. 

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