Abstract
A computational analysis was used to study the changes on octaethyl (OEP) and tetraphenyl (TPP) substituted porphyrins when the solvents and acids were changed. The analysis used density functional theory to simulate the effects on the porphyrins’ basicity under different conditions at the B3LYP/6- 31g(d) level of theory and incorporated the solvent using the polarizable continuum model. The calculation accounted for different acid interactions (HCl, HF, acetic acid, trifluoroacetic acid, chloroacetic acid, toluene)) with the porphyrins in the gas phase and in a variety of solvents (heptane, dichloromethane, and acetonitrile). The freebase, monocation, and dication phases of both porphyrins were analyzed. The correlations between the energy of protonation and the solvent polarity for OEP and TPP were examined. Finally, the conformational differences between these three different phases were studied using Senge’s visualization method.
Faculty Sponsors
Dr. Maria Ballester, Dr. Brian Van Hoozen
Project Type
Event
Location
Alvin Sherman Library
Start Date
4-2-2025 12:45 PM
End Date
4-3-2025 12:00 AM
A Computational Analysis of the Monocation and Dication Porphyrins Stability
Alvin Sherman Library
A computational analysis was used to study the changes on octaethyl (OEP) and tetraphenyl (TPP) substituted porphyrins when the solvents and acids were changed. The analysis used density functional theory to simulate the effects on the porphyrins’ basicity under different conditions at the B3LYP/6- 31g(d) level of theory and incorporated the solvent using the polarizable continuum model. The calculation accounted for different acid interactions (HCl, HF, acetic acid, trifluoroacetic acid, chloroacetic acid, toluene)) with the porphyrins in the gas phase and in a variety of solvents (heptane, dichloromethane, and acetonitrile). The freebase, monocation, and dication phases of both porphyrins were analyzed. The correlations between the energy of protonation and the solvent polarity for OEP and TPP were examined. Finally, the conformational differences between these three different phases were studied using Senge’s visualization method.
Comments
TED-Style Talk