Proton magnetic resonance studies of cyclic compounds—III cis- and trans-2,6-dimethylmorpholines |
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Authors: | H Booth and G c Gidley |
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Institution: | Department of Chemistry, University of Nottingham U.K. |
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Abstract: | Commercial 2,6-dimethylmorpholine has been separated into cis- and trans-isomers by vapour phase chromatography. The PMR spectra of the bases, analysed as ABXK3 systems (JAK = JBK = 0), show that the most abundant isomer has the cis-configuration, consisting probably of a single conformation in which both methyl groups are equatorial. The trans-isomer is probably a mixture of rapidly inverting and energetically equivalent conformations, since the vicinal coupling constants deduced from the PMR spectrum are averages of those expected for the two conformations. |
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