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IJC-B Vol.45B(07) [July 2006] >

Title: Protonation effect on chemical shifts of some piperidones — unusual influence by anions
Authors: Manimekalai, A
Jayabharathi, J
Keywords: NMR data
anion influence
Issue Date: Jul-2006
Publisher: CSIR
IPC CodeInt.Cl.8 C07D
Abstract: 1H and 13C NMR spectra are recorded for twelve picrate derivatives 4-15 derived from some 3-alkyl-2,6-diarylpiperidin-4-ones and 3,5-dimethyl-2,6-diarylpiperidin-4-ones. The difference in the chemical shift of equatorial methylene proton and axial methylene proton at C(5) [ = eq - ax] is highly negative in 4-13 which is in contrast to the value observed in the corresponding parent piperidin-4-ones and this is attributed to the syn 1,3-diaxial interaction between the axial N-H bond and axial hydrogen at C-5. The effect of protonation on the chemical shifts was studied in detail. The chemical shifts of the heterocyclic ring protons are influenced by the picrate anion.
Page(s): 1686-1691
ISSN: 0975-0983(Online); 0376-4699(Print)
Source:IJC-B Vol.45B(07) [July 2006]

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