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  • Wiley-Blackwell  (2)
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  • 1
    Electronic Resource
    Electronic Resource
    PMR studies of the deuteration and hydration of 4-piperidones (1969)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 1 (1969), S. 389-399 
    Details
    ISSN: 0030-4921
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: PMR spectra of substituted 4-piperidones in base and salt forms in D2O, water and other solvents are reported, and spectral characteristics interpreted in terms of equilibria between free ketone and 4,4-dideuteroxy (or hydroxy) forms. It is shown that 1-mono and 1,3-disubstituted-4-piperidones exist extensively as the corresponding dideuteroxy (or hydrated) species in D2O (or H2O) provided the ring nitrogen atom is positively charged, and that 3-substituents decrease the population of these forms. The facile D/H exchange of α-protons in the piperidone bases is also demonstrated.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/mrc.1270010506
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  • 2
    Electronic Resource
    Electronic Resource
    PMR studies of N-substituted-2,5-dimethyl-4-piperidones (1970)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 2 (1970), S. 197-208 
    Details
    ISSN: 0030-4921
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: PMR characteristics of some isomeric 1-substituted-2,5-dimethyl-4-piperidones are reported and major isomers shown to have a trans 2,5-dimethyl configuration. Differences between benzylic methylene signals of isomeric 1-benzyl analogs provide evidence of the preferred conformation of the cis derivative. Evidence of the D/H exchange of α-protons in 1,2,5-trimethyl-4-piperidone base and of addition of D2O to the carbonyl group of the corresponding hydrochloride and methiodide salts is also demonstrated. The effect of a 2-methyl substituent upon the chemical shifts of N-methyl groups in some piperidine methiodides is discussed.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/mrc.1270020213
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    Paper (German National Licenses)
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