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  • 1
    Electronic Resource
    Electronic Resource
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 4 (1972), S. 875-883 
    ISSN: 0030-4921
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The NMR spectra of a spiro oxirane (1) derivative of codeinone, codeine (2), isocodeine (3), 6-methylcodeine (4) and 6-methylisocodeine (5) were compared. NOE and double-resonance experiments were used to confirm the conformation of 1, and the configuration about C-6 of 6-methylcodeine and 6-methylisocodeine. An interchange of the chemical shifts of the olefinic protons in 1 was noted, as compared with those in all of the other compounds. This interchange could be attributed to the bond anisotropies of the oxirane moiety.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 0030-4921
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Nitrogen-15-hydrogen 2J(15NH), 15N, 13C 1J(15N13C) and 13C, H 1J(13CH) coupling constants have been measured and their signs determined for cis-and trans-[9-anthryl(13C)methylene](2H3)methylamine (15N)-oxide. Values of 2J(15NH) were of similar magnitude (∼2 Hz) but were of opposite sign. The results are compared and contrasted with those reported for related imino and quaternary imino systems. Vicinal 3J(15NH) coupling constants have been measured in cis- and trans-15N-[1-(α-naphthyl)ethylidene]benzylamine and 15N-[1-(p-nitrophenyl)ethylidene]-t-butylamine and were found to be larger when the imino methyl group was cis to the nitrogen lone pair. The corresponding cis and trans ketonitrones formed by photoisomerization of the derived oxaziridines had 3J(15NH) values of c. 3.3 Hz. A study of the signs and magnitudes of observed and calculated 15N,H coupling constants for all of the 15N labelled imines, oxaziridines, imine N-oxides (nitrones) and similar model systems which were synthesized is described.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 8 (1976), S. 208-212 
    ISSN: 0030-4921
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A series of 15N labeled 2-acylpyrroles was prepared and the nitrogen and proton n.m.r. spectra obtained. 15N chemical shifts for these compounds are reported for the first time. No correlation between the nitrogen chemical shift and any Hammett substituent constant could be found. No variation in J(15N—H) was observed for any compound with changes in solvent, temperature or concentration, ruling out any observable tautomeric equilibria for these systems. An increase in J(15N—H) with the addition of electron withdrawing groups indicates increasing polarization of the N—H bond and acidity of these molecules. Two and three bond 15N couplings are also reported.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
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