1H NMR study of inclusion compounds of phenylurea derivatives in β-cyclodextrin

Proton nuclear magnetic resonance spectroscopy (H-1 NMR), which has become an important tool for the study "in situ" of beta-cyclodextrin (beta-CD) complexes, was used to study and structurally characterize the inclusion complexes formed between 3-CD and isoproturon, fenuron, monuron and diuron. The high variation of the chemical shifts from the proton located inside the cavity (H-3, H-5 and H-6) coupled with the non variation of the one located outer sphere of the beta-CD (H-1, H-2 and H-4) provided clear evidence of the inclusion phenomena. Two-dimensional rotating frame Overhauser effect spectroscopy (ROESY) experiments were carried out to further support the proposed inclusion mode. (c) 2004 Published by Elsevier B.V.