Interactions | Reactions | Processes
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Classified as: Elimination vs Substitution
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Subtle alterations to molecular geometry can dramatically alter the course of a particular reaction. E2 mechanisms require that the Nfg and Efg be diaxial for elimination to occur.
If for steric reasons a diaxial conformation cannot be achieved there remains the possibility of Sn2 substitution. During elimination the Lewis base reagent is acting as a proton abstracting Brønsted base, in the substitution it is acting as a nucleophile. For more information look in the Chemogenesis webbook section on competing mechanistic pathways.
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© Mark R. Leach 1999 –
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