Advanced Molecular Electron Density Theory Study of the Substituent Effects in Nucleophilic Substitution Reactions.

ABSTRACT: The energetic and structural effects of the CH₃, CHCH₂, Ph, CHO, and OCH₃ groups present on the tetrahedral carbon involved in nucleophilic substitution (SN) reactions of primary substituted carbons have been studied within the molecular electron density theory (MEDT). Electron localization function analysis at the ground state indicates no remarkable electronic changes in the tetrahedral carbon due to substitution. The low electrophilic character of the substrates suggests that they lack the propensity to react with nucleophiles. The activation energies of the three selected series of SN reactions, which include the participation of a strong nucleophile and a very good leaving group (LG), range from 0.3 to 23.5 kcal·mol^-1, decreasing in each se

SUBMITTER: Domingo LR 

PROVIDER: S-EPMC12290940 | biostudies-literature | 2025 Jul

REPOSITORIES: biostudies-literature