Theoretical study of interaction of heteroaromatic compounds with a cluster model of kaolinite tetrahedral surface

Abstract

Heteroaromatic hydrocarbons (including thiophene [TH], benzothiophene [BT], and dibenzothiophene [DBT]) do not have apparent functional groups capable of interacting with the silica‐oxide tetrahedral surface of kaolinite. Thus, question remains concerning what would be the driving forces for the adsorption. Here, the Si13O37H22 cluster model for the surface is constructed, and the interactions of the surface with three heteroaromatic compounds are studied at the MP2/6‐31G(d,p)//B3LYP/6‐31G(d) level. The computed properties characterizing the complexes include optimized structural parameters, electron density characteristics (the ρ and ∇2ρ values for CH…O bonds), adsorption energies, vibration frequencies and electrostatic potential maps. The results suggest that the CH…O hydrogen bonding interactions between the heteroaromatic compounds and tetrahedral surface are likely among the important interactions for the adsorption. The order of the stability of the cluster model of kaolinite complexed with the heteroaromatic compounds is found to be 3SiODBT > 3SiOBT > 3SiOTH based on the calculations.

Synthesis and fungicidal activity of novel benzimidazole derivatives bearing pyrimidine‐thioether moiety against Botrytis cinerea

“…Vega software was employed to construct and optimize the initial set parameters of 4m with AM1 semi-empirical quantum chemistry method. 29 Gaussian 03 was subsequently used to further optimize the molecules at MP2/6-31G(d,p) level, and MEP calculation was based on the optimized structure.…”