Catalytic conversion of CO2 to cyclic carbonates can be significantly improved by leveraging the structural properties of organocatalysts such as polyphenols. This can be done by changing the lower and upper rim functionalization of these catalysts. Experimental observations indicate that increasing the bulk of lower-rim alkyl substituents enhances cyclic carbonate yields, a trend commonly attributed to stabilization of the cone conformer through steric reinforcement. However, resorcinarenes are intrinsically conformationally flexible and can adopt multiple geometries; cone, boat, chair, 1,2-alternate, partial-cone and saddle. Additionally, substituents on these conformers assume different orientations such as axial or equatorial. A combination of these stereochemical elements generate a dynamic conformational landscape that influences catalytic performance and suggest that improved performance may depend on these dynamics, beyond simple structural rigidity. In this study, I investigate the conformational dynamics of resorcinarenes bearing progressively bulkier lower-rim alkyl substituents using molecular dynamics simulations in vacuo. Analysis of root mean square deviation (RMSD) profiles reveals substantial interconversion between conformers, particularly for the bulkiest pendant group (R = nonyl). These results suggest that enhanced catalytic performance may arise from dynamic conformational adaptability rather than exclusive stabilization of the cone conformer.