Determination of rotational barriers of carbon?carbon bonds in 2-arylpiperidines |
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| Authors: | Ernest Giralt Miguel Feliz Mario Rubiralta Joan Bosch |
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| Affiliation: | 1. Department of Organic Chemistry, Faculty of Chemistry, University of Barcelona, Barcelona-28, Spain;2. Department of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, Barcelona-28, Spain |
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| Abstract: | Carbon-carbon sp3-sp2 rotational barriers of 3,3-dimethyl-2-(3,4,5-trimethoxyphenyl)-4-piperidones and their ethylene ketals have been evaluated using nmr techniques. The conformation of 1 hydrochloride has been studied by NOE determinations. Values found for the hydrochlorides of the title compounds are discussed in terms of equilibria with free bases and nitrogen inversion. |
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