Effects of Methyl Substitution and Leaving Group on E2/S_N2 Competition for Reactions of F^- with RY (R = CH₃, C₂H₅, ⁱC₃H₇, ^tC₄H₉; Y = Cl, I).

ABSTRACT: The competition between base-induced elimination (E2) and bimolecular nucleophilic substitution (S_N2) is of significant importance in organic chemistry and is influenced by many factors. The electronic structure calculations for the gas-phase reactions of F^- + RY (R = CH₃, C₂H₅, ⁱC₃H₇, ^tC₄H₉, and Y = Cl, I) are executed at the MP2 level with aug-cc-pVDZ or ECP/d basis set to investigate the α-methyl substitution effect. The variation in barrier height, reaction enthalpy, and competition of S_N2/E2 as a function of methyl-substitution and leaving group ability has been emphasized. And the nature of these rules has been explored. As the degree of methyl substitut

SUBMITTER: Zhen W 

PROVIDER: S-EPMC10488877 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature