About: Ring-substituted benzohydroxamic acids: 1H, 13C and 15N NMR spectra and NH-OH proton exchange     Goto   Sponge   NotDistinct   Permalink

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  • NMR spectra (H-1, C-13, N-15) of para- and meta-substituted benzohydroxamic acids were studied in dry dimethyl sulfoxide solutions. The C-13 chemical shifts were very close to those found by cross-polarization magic angle spinning in solids, the hydroxamic (not hydroximic) structure of which is unambiguous. The hydroxamic structure of these acids in DMSO solutions was proved independently by their N-15 chemical shifts. The N-15 and H-1 chemical shifts of the NH-OH fragment showed excellent mutual dependences and dependences on the nature of the ring substituent. According to these dependences and ab initio energy calculations, all the acids assume the same Z conformation. Proton exchange between hydroxamic OH and NH groups in DMSO proceeded by both intra- and intermolecular exchange and the rates did not exhibit any simple relationship to the substituent constants.
  • NMR spectra (H-1, C-13, N-15) of para- and meta-substituted benzohydroxamic acids were studied in dry dimethyl sulfoxide solutions. The C-13 chemical shifts were very close to those found by cross-polarization magic angle spinning in solids, the hydroxamic (not hydroximic) structure of which is unambiguous. The hydroxamic structure of these acids in DMSO solutions was proved independently by their N-15 chemical shifts. The N-15 and H-1 chemical shifts of the NH-OH fragment showed excellent mutual dependences and dependences on the nature of the ring substituent. According to these dependences and ab initio energy calculations, all the acids assume the same Z conformation. Proton exchange between hydroxamic OH and NH groups in DMSO proceeded by both intra- and intermolecular exchange and the rates did not exhibit any simple relationship to the substituent constants. (en)
Title
  • Ring-substituted benzohydroxamic acids: 1H, 13C and 15N NMR spectra and NH-OH proton exchange
  • Ring-substituted benzohydroxamic acids: 1H, 13C and 15N NMR spectra and NH-OH proton exchange (en)
skos:prefLabel
  • Ring-substituted benzohydroxamic acids: 1H, 13C and 15N NMR spectra and NH-OH proton exchange
  • Ring-substituted benzohydroxamic acids: 1H, 13C and 15N NMR spectra and NH-OH proton exchange (en)
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  • RIV/60461373:22340/05:00022520!RIV10-MSM-22340___
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  • P(GA203/03/1566), P(IAA4072005), P(IAA4072605), P(LB98233), S, Z(AV0Z40720504)
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  • 7
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  • 541152
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  • RIV/60461373:22340/05:00022520
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  • NMR, 1H NMR; 13C NMR; 15N NMR; substituted benzhydroxamic acids; chemical shifts; substituent effects; proton exchange (en)
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  • GB - Spojené království Velké Británie a Severního Irska
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  • [284991C456F6]
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  • Magnetic Resonance in Chemistry
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  • 43
http://linked.open...iv/tvurceVysledku
  • Schraml, Jan
  • Tkadlecová, Marcela
  • Roithová, Jana
  • Pataridis, Statis
  • Soukupová, L.
  • Exner, O.
  • Blechta, V.
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  • 000229841700005
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  • 0749-1581
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  • 22340
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