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S<sub>N</sub>2 versus S<sub>N</sub>2′ Competition

Thomas Hansen, Pascal Vermeeren, Lea de Jong, F. Matthias Bickelhaupt, Trevor A. Hamlin

2022The Journal of Organic Chemistry29 citationsDOIOpen Access PDF

Abstract

2' competition and, again, demonstrate that the concepts of a reaction's "characteristic distortivity" and "transition state acidity" provide explanations and design tools for understanding and predicting reactivity trends in organic synthesis.

Topics & Concepts

SN2 reactionAllylic rearrangementNucleophileChemistryDensity functional theoryCompetition (biology)Reactivity (psychology)Leaving groupSubstitution reactionNucleophilic substitutionStereochemistryComputational chemistryMedicinal chemistryOrganic chemistryCatalysisEcologyBiologyMedicinePathologyAlternative medicineChemical Reaction MechanismsAdvanced Chemical Physics StudiesOrganic Chemistry Cycloaddition Reactions
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