Open AccessDriving force and nucleophilicity in S N 2 displacements
Author(s) -
Andrew Streitwieser
Publication year - 1985
Publication title -
proceedings of the national academy of sciences of the united states of america
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.011
H-Index - 771
eISSN - 1091-6490
pISSN - 0027-8424
DOI - 10.1073/pnas.82.24.8288
Subject(s) - nucleophile , chemistry , biochemistry , catalysis
The free energies of activation for reaction of six anionic nucleophiles with methyl iodide in dimethylformamide correlate linearly with the overall heats of reaction in the gas phase. The result indicates that nucleophilicity in this SN 2 displacement reaction is dominated by electron affinity and bond-strength effects.