Studies on free energy of solvation of certain nitrogen containing heterocyclic compounds

Polarizable continuum model has been used to account for solvent effects in binary mixtures containing six nitrogen containing heterocyclic compounds. The solutes considered in the present investigation are chloroindole (CI), bromoindole (BI), 1-chlorobenzo 1,3-diazole (CD), 1-bromobenzo 1,3-diazole (BD), 1-chlorobenzo 1,2,3-triazole (CT) and 1-bromobenzo 1,2,3 triazole (BT). Electrostatic interaction, dispersion and repulsive energies are calculated for these systems. Free energy of solvation of these six solutes in different solvents is theoretically computed and correlated with the physical properties of the solvents. Induced dipole moments are computed for the six molecules in various solvents.

Solutes: 1-chloroindole (CI), 1-bromoindole (BI), 1-chloro benzo 1,3-diazole (CD), 1-bromo benzo 1,3-diazole (BD), 1-chloro benzo 1,2,3-triazole (CT) and 1-bromo benzo 1,2,3-triazole (BT); solvents: H2O, CH3OH, C2H5OH, CH3COCH3, CH2Cl2, C6H5Cl, CHCl3, toluene, C6H6 and CCl4.Figure optionsDownload as PowerPoint slideHighlights
► PCM solvation analysis is carried out on six heterocyclic compounds in ten solvents.
► Electrostatic, dispersive and repulsive energies are computed and analyzed.
► ΔGsolution for these systems are calculated and correlated with solvent properties.
► Induced dipole moments are reported and explained.
► Cavitation enthalpy values are computed and explained.