Structural characterization of N-methylcarbamate: β-Cyclodextrin complexes by experimental methods and molecular dynamics simulations

Detailed insights regarding the inclusion process between β-cyclodextrin and the N-methylcarbamates insecticides like Bendiocarb, Carbaryl, Carbofuran and Promecarb, are proposed in bases of experimental and computational methods. The results from Fourier transform infrared spectroscopy, differential scanning calorimetry, induced circular dichroism and molecular dynamics indicate that only in the case of Promecarb the interaction with the macrocycle is produced by the alkyl rest of the molecule. In all other cases the aromatic moiety is the part of the insecticide that is partially included in the cavity of β-cyclodextrin.

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► The orientation of N-methylcarbamates in the cavity of β-cyclodextrin is proposed.
► Aromatic vs. alkyl inclusion is determinate from FTIR, DSC, ICD and MD.
► The alkyl rest is included in the case of Promecarb.
► The aromatic interaction is deduced for the others N-methylcarbamates studied.