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Anomeric effect in N-azidomethylpyrrolidine: gas-phase electron diffraction and theoretical study

Olga V Dorofeeva1, Alexander V Mitin, Ekaterina P Altova

  • 1Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow 119991, Russia. dorofeeva@phys.chem.msu.ru

Physical Chemistry Chemical Physics : PCCP
|December 9, 2010
PubMed

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The basicity of aromatic amines is much weaker than that of aliphatic amines due to the involvement of the lone pair of electrons over the N atom in resonance with the aryl rings. Generally, the electron-donating ability of any substituents on the aryl ring of aromatic amines increases the basicity of the amine by increasing electron density, and hence the availability of lone pair on the nitrogen. On the other hand, electron-withdrawing functional groups on the aryl ring of amines decrease the...