Migratory aptitude
Migratory aptitude is the relative ability of a migrating group to migrate in a rearrangement reaction.[1] Migratory aptitudes vary in different reactions, depending on multiple factors.[2]
In the Baeyer-Villiger reaction, the more substituted group, in general, migrates.[3] In the pinacol rearrangement, the order of migratory aptitude has not been determined unambiguously,[2] but some trends have been determined. For example, relative migratory aptitudes for alkyl substituents is Hydride >Phenide>C(CH3)3> C2H5 > CH3.[2] More bulky groups have more tendency to migrate.
References
- "Migratory aptitude". Compendium of Chemical Terminology. International Union of Pure and Applied Chemistry.
- William Reusch. "Rearrangements Induced by Cationic or Electron Deficient Sites". Michigan State University.
- "Migratory Aptitudes". Department of Chemistry, University of Oxford.
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