Nuclear magnetic resonance spectra of flavonoids

1964 ◽  
Vol 17 (4) ◽  
pp. 428 ◽  
Author(s):  
TJ Batterham ◽  
RJ Highet
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Heterocyclic Ring ◽  
Aromatic Rings ◽  
Nuclear Magnetic Resonance Spectra ◽  
Oxygen Substitution ◽  
Hydroxyl Protons ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

The nuclear magnetic resonance spectra of the aromatic, olefinic, and hydroxyl protons of 41 flavonoids have been examined. It is found that these spectra reveal the pattern of oxygen substitution on the aromatic rings, the nature of the heterocyclic ring, and, often, the nature and arrangement of the oxygen-borne groups.

Nuclear magnetic resonance spectra of polycyclic aromatic compounds. I. ABCD systems in fused rings

1964 ◽  
Vol 17 (2) ◽  
pp. 163 ◽  
Author(s):  
TJ Batterham ◽  
L Tsai ◽  
H Ziffer
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Theoretical Study ◽  
Polycyclic Aromatic Compounds ◽  
Theoretical Treatment ◽  
Aromatic Rings ◽  
Nuclear Magnetic Resonance Spectra ◽  
Polycyclic Aromatic ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

A theoretical study of the nuclear magnetic resonance spectra given by ABCD systems in fused aromatic rings is presented. The symmetry of these systems allowed much simplification and equations developed for an R-AB-X case made possible the allocation of the lines to specific transitions. Examples are given to show how the theoretical treatment makes possible an analysis of observed spectra.

Nuclear magnetic resonance spectra, stereochemistry, and conformation of flavan derivatives

1964 ◽  
Vol 17 (6) ◽  
pp. 632 ◽  
Author(s):  
JW Clark-Lewis ◽  
LM Jackman ◽  
TM Spotswood
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Chemical Shift ◽  
Heterocyclic Ring ◽  
Coupling Constant ◽  
Nuclear Magnetic Resonance Spectra ◽  
Chemical Shift Data ◽  
Shift Data ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

Chemical-shift and coupling-constant data for protons in 68 flavan derivatives are reported. Coupling-constant data for interactions involving the 2-, 3-, and 4-protons have been used to define the configuration of the 2-, 3-, and 4-substituents and the conformation of the heterocyclic ring. It is shown that chemical-shift data for protons of the heterocyclic ring and of 3- and 4-acetoxyl groups are of little value in stereochemical studies. Analysis of the absorptions of the aromatic protons shows that N.M.R. is useful for determining the oxygenation pattern in rings A and B.

The nuclear magnetic resonance spectra and stereochemistry of 4-Benzoyloxy-1-thiaflavans

1967 ◽  
Vol 20 (10) ◽  
pp. 2235 ◽  
Author(s):  
GF Katekar ◽  
AG Moritz
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Double Resonance ◽  
Heterocyclic Ring ◽  
Coupling Constants ◽  
Spectral Parameters ◽  
Nuclear Magnetic Resonance Spectra ◽  
Cis And Trans ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

The nuclear magnetic resonance spectra of cis- and trans-4-benzoyloxy- 1-thiaflavan in deuterochloroform have been investigated at 60 Mc/s. The spectral parameters for the heterocyclic ring protons have been obtained by analysis of the frequency-sweep double-resonance spectra and verified by an iterative technique using a digital computer. Long- range coupling constants were observed between the protons at C 4 and C 5 (J 0.8 c/s) and between the protons at C 2 and C 4 (J 0.2 c/s) for the cis isomer.

Flavan derivatives. XXI. Nuclear magnetic resonance spectra, configuration, and conformation of flavan derivatives

1968 ◽  
Vol 21 (8) ◽  
pp. 2059 ◽  
Author(s):  
JW Clark-Lewis
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Chemical Shifts ◽  
Heterocyclic Ring ◽  
Coupling Constants ◽  
Vicinal Coupling Constants ◽  
Nuclear Magnetic Resonance Spectra ◽  
Configuration And Conformation ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

Nuclear magnetic resonance spectra of 80 compounds belonging to several classes of flavan derivative have been analysed, and chemical shifts and coupling constants of heterocyclic ring protons and aromatic protons are tabulated and discussed. Compounds examined include flav-2-enes, flav-3-enes, 3-substituted flavanones and flavans, 2- and 4-substituted isoflavans, 3,4-disubstituted flavans, and flavan-4-ols. The geometrical configurations of substituents in the heterocyclic ring follow unequivocally from the magnitudes of the vicinal coupling constants.

The nuclear magnetic resonance spectra of the codeine isomers and their derivatives

1965 ◽  
Vol 18 (11) ◽  
pp. 1799 ◽  
Author(s):  
TJ Batterham ◽  
KH Bell ◽  
U Weiss
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Double Bond ◽  
Magnetic Resonance ◽  
Chemical Shift ◽  
Heterocyclic Ring ◽  
First Order ◽  
Nuclear Magnetic Resonance Spectra ◽  
First Order Methods ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

The nuclear magnetic resonance spectra of codeine, isocodeine, pseudocodeine, allopseudocodeine, neopine, isoneopine, and some of their derivatives have been studied and the patterns produced by the protons on dl rings except the N-heterocyclic ring have been analysed by first-order methods. Allylic, homoallylic, and other long-range couplings have been observed. Differences in chemical shift between protons in different isomers have been explained in terms of the anisotropy of the double bond or the aromatic ring.

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