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  • 1
    Electronic Resource
    Electronic Resource
    Nuclear magnetic resonance VI. Some quantitative applications of carbon-13 NMR spectroscopy to phenylindoles (1996)
    Springer
    Monatshefte für Chemie 127 (1996), S. 111-116 
    Details
    ISSN: 1434-4475
    Keywords: Phenylindoles ; Quantitative13C NMR ; Chromium(III) acetylacetonate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Die Anzahl der durch jedes Signal der Phenylindole1,4 und5 repräsentierten Kohlenstoffatome wird durch Integration der nach Zusatz von Chrom(III)acetonylacetat als Relaxationsreagens aufgenommenen13C-NMR-Spektren bestimmt. Ihre chemischen Verschiebungen werden eindeutig zugeordnet; die Literaturwerte für4 werden bestätigt. Durch eine vergleichende Untersuchung der13C-chemischen Verschiebungen von1,4 und5 können jene von2 und3 ebenfalls zugeordnet werden. Dieortho-Kohlenstoffe der Phenylgruppe von4 sind gegenüber denpara-Kohlenstoffatomen zu höherem Feld verschoben. Für die 2- und 3-Phenyl-Substituenten von1–3 und5 kehren sich die Verhältnisse um, wahrscheinlich wegen sterischer und/oder elektronischer Effekte der benachbarten Phenylgruppe.
    Notes: Summary The number of carbons represented by each signal of the phenylindoles1,4, and5 is measured quantitatively by integration of their13C NMR spectra, recorded after adding chromium(III) acetylacetonate to the sample solutions as a paramagnetic relaxation agent. Their carbon chemical shifts are assigned unambiguously; the literature assignments of4 are confirmed. By a comparative study of the carbon chemical shifts of1,4, and5, those of2 and3 are also assigned. Theortho carbons of the phenyl group of4 resonate upfield with respect to thepara carbon. Theortho carbons of the 2- and 3-phenyl moieties of1–3 and5, however, are found to absorb downfield from the correspondingpara carbons, probably because of steric and/or electronic effects exerted by their neighbouring phenyl group.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00807416
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  • 2
    Electronic Resource
    Electronic Resource
    Nuclear magnetic resonance IIIFor Part II see K. M. Biswas, R. N. Dhara and H. Mallik, Indian J. Chem. in press.-13C NMR spectral studies on substituted indoles (1985)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 23 (1985), S. 218-220 
    Details
    ISSN: 0749-1581
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 13C signal assignments of 3-ethyl-1-methylindole (1), 1-methyl-3-phenylindole (3), 1,3-dimethyl-2-phenylindole (5), 1-methyl-2,3-diphenylindole (10), 1,5-dimethyl-2,3-diphenylindole (12), 7-methoxy-2,3-diphenylindole (13), 7-methoxy-4-methyl-2,3-diphenylindole (14) and 1-(7-methoxy-4-methyl-2,3-diphenyl-6-indolyl)-1-(7-methoxy-2,3-diphenyl-4-indolyl)methane (15) are reported. Contrary to an earlier report on monophenylindoles, the para carbons of the phenyl groups of 3, 5, 10 and 12-15 resonate at lower frequencies than their ortho carbons. The methoxy carbon at position 7 in 15 absorbs at a higher frequency than other similar carbons in 13-15 owing to steric inhibition to resonance.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/mrc.1260230319
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