Computational investigation of catalytic effects of CX3COOH (X = F,Cl,H) on the three-component cyclocondensation reaction.

The mechanism of acetic acid (AA), trifluoroacetic acid (TFA), and trichloroacetic acid (TCA) catalyzed three-component cyclocondensation reaction to (4S,6S)-4,6-diphenyl-1,3,5-triazinane-2-thione was determined via density functional calculations. Based on the potential energy surface diagram, TCA was found to be a reasonable catalyst [energy span (δG) is 2 kcal mol-1 less than TFA and AA] for the reaction. An energetic span model implies that TFA and AA show the same catalytic performance. The impact of the presence of halogen atoms in TFA and TCA catalysts is quantified via energy barriers. Graphical Abstract Ranking catalytic efficiency of OTC triazinane-2-thione formation Graphical Abstract contains poor quality and small text inside the artwork. Please do not re-use the file that we have rejected or attempt to increase its resolution and re-save. It is originally poor, therefore, increasing the resolution will not solve the quality problem. We suggest that you provide us the original format. We prefer replacement figures containing vector/editable objects rather than embedded images. Preferred file formats are eps, ai, tiff and pdf.It is attached as tiff format.