Identification of C‐glycopyranosides and C‐glycofuranosides by 13C NMR and 1H NMR. Complete assignment of their spectral data using carbon–proton chemical shift correlation spectroscopy

Brian Wright, Leslie R. Hughes, Sheila Qureshi, Alan H. Davidson

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

C‐Glycopyranosides and C‐glycofuranosides were identified using 13C and 1H chemical shift and coupling constant data. Full assignments for all α‐ and β‐anomers were made possible by recourse to carbon–proton chemical shift correlation spectroscopy. Greater steric shielding effects were observed on the carbon atoms in cis‐1,2‐substituted compounds compared with their trans counterparts. Consistent proton chemical shift differences were also noted in that the anomeric protons resonate at lower field in all cis‐1,2‐isomers.

Original languageEnglish
Pages (from-to)1062-1067
Number of pages6
JournalMagnetic Resonance in Chemistry
Volume26
Issue number12
DOIs
Publication statusPublished - 1988
Externally publishedYes

Fingerprint

Chemical shift
Nuclear magnetic resonance
Spectroscopy
Protons
Shielding
Carbon
Atoms

Keywords

  • C NMR 2D NMR
  • H
  • C‐Glycofuranosides
  • C‐Glycopyranosides

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)

Cite this

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abstract = "C‐Glycopyranosides and C‐glycofuranosides were identified using 13C and 1H chemical shift and coupling constant data. Full assignments for all α‐ and β‐anomers were made possible by recourse to carbon–proton chemical shift correlation spectroscopy. Greater steric shielding effects were observed on the carbon atoms in cis‐1,2‐substituted compounds compared with their trans counterparts. Consistent proton chemical shift differences were also noted in that the anomeric protons resonate at lower field in all cis‐1,2‐isomers.",
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T1 - Identification of C‐glycopyranosides and C‐glycofuranosides by 13C NMR and 1H NMR. Complete assignment of their spectral data using carbon–proton chemical shift correlation spectroscopy

AU - Wright, Brian

AU - Hughes, Leslie R.

AU - Qureshi, Sheila

AU - Davidson, Alan H.

PY - 1988

Y1 - 1988

N2 - C‐Glycopyranosides and C‐glycofuranosides were identified using 13C and 1H chemical shift and coupling constant data. Full assignments for all α‐ and β‐anomers were made possible by recourse to carbon–proton chemical shift correlation spectroscopy. Greater steric shielding effects were observed on the carbon atoms in cis‐1,2‐substituted compounds compared with their trans counterparts. Consistent proton chemical shift differences were also noted in that the anomeric protons resonate at lower field in all cis‐1,2‐isomers.

AB - C‐Glycopyranosides and C‐glycofuranosides were identified using 13C and 1H chemical shift and coupling constant data. Full assignments for all α‐ and β‐anomers were made possible by recourse to carbon–proton chemical shift correlation spectroscopy. Greater steric shielding effects were observed on the carbon atoms in cis‐1,2‐substituted compounds compared with their trans counterparts. Consistent proton chemical shift differences were also noted in that the anomeric protons resonate at lower field in all cis‐1,2‐isomers.

KW - C NMR 2D NMR

KW - H

KW - C‐Glycofuranosides

KW - C‐Glycopyranosides

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