Structural and conformational study of 3,7-disubstituted 3,7-diazabicyclo[3.3.1]nonan-9-ones

3-Alkyl-7-methyl-3,7-diazabicyclo[3.3.1]nonan-9-ones have been studied by 1H- and 13C-NMR spectroscopy. In CDCl 3 solutions, these ketones adopt a flattened chair—chair conformation with the N-substituents in the equatorial position. From the smallest (R = CH 3) to the largest (R = CH(CH 3) 2) subst...

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Bibliographic Details
Published in:Journal of molecular structure 1987-02, Vol.156 (3), p.239-246
Main Authors: Arias, M.S., Galvez, E., Del Castillo, J.C., Vaquero, J.J., Chicharro, J.
Format: Article
Language:English
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Summary:3-Alkyl-7-methyl-3,7-diazabicyclo[3.3.1]nonan-9-ones have been studied by 1H- and 13C-NMR spectroscopy. In CDCl 3 solutions, these ketones adopt a flattened chair—chair conformation with the N-substituents in the equatorial position. From the smallest (R = CH 3) to the largest (R = CH(CH 3) 2) substituent, an increase of the distortion for the N-alkylated piperidone ring is observed.
ISSN:0022-2860
1872-8014
DOI:10.1016/0022-2860(87)87027-8