13C and 15N NMR spectra of oximes prepared by nitrosation of activated methylene group

1990 ◽  
Vol 55 (1) ◽  
pp. 136-146 ◽  
Author(s):  
Josef Jirman ◽  
Antonín Lyčka ◽  
Miroslav Ludwig
Keyword(s):  
Dimethyl Sulfoxide ◽  
Ethyl Acetoacetate ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Coupling Constants ◽  
15N Nmr ◽  
Carbonyl Groups ◽  
Nmr Chemical Shifts ◽  
Methylene Group ◽  
C Nmr

15N and 13C NMR spectra have been measured of the compounds type XC(=NOH)Y, where X, Y = COCH3, CN, COOR, CONHR, and X +Y = C6H4(CO)2. The (E)-(Z) isomerism at the C=NOH bond has been studied by means of 15N labelling and stereospecific behaviour of the 2J(15N, 13C) coupling constants. The nitrosation of methyl cyanoacetate gives specifically the respective (E)-oxime, whereas that of acetoacetanilide gives the (Z)-isomer. The nitrosation of ethyl acetoacetate gives both (E)- and (Z)-oximes in a ratio of ca 1:10; the (E)-isomer is less stable and is transformed into the (Z)-isomer. The applicability of the 1J(13C, 13C) coupling constants and lanthanoid shift reagents to the study of (E)-(Z) isomerism of oximes with geminal carbonyl groups has also been verified. The 15N NMR chemical shifts of the oximes studied correlate with their respective pKa values measured in dimethyl sulfoxide according to the equation pKa = -0.11δ15N + 13.44.

1H, 13C and 15N NMR Spectra of Coupling Products of Benzenediazonium Salts with Aliphatic Nitro Compounds and Study of Their E/Z Isomerism

1996 ◽  
Vol 61 (4) ◽  
pp. 589-596 ◽  
Author(s):  
Antonín Lyčka
Keyword(s):  
Dimethyl Sulfoxide ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Nitro Compounds ◽  
Coupling Constants ◽  
15N Nmr ◽  
Geometrical Isomers ◽  
Sodium Salts ◽  
Aliphatic Nitro Compounds ◽  
Tautomeric Forms

The 1H, 13C and 15N NMR spectra have been measured of coupling products of benzenediazonium salts with nitromethane, nitroethane, 1-nitropropane, 2-nitroethanol and of their sodium salts, and the chemical shifts have been unambiguously assigned. The coupling products have been found to exist only in their hydrazone tautomeric forms. Stereospecific behaviour of the coupling constants 2J(15N,1H) and 2J(15N,13C) in the 15N isotopomers and NOESY have been used to differentiate between the E and Z geometrical isomers. The above-mentioned compounds exist as Z isomers in deuteriochloroform and predominantly (>95%) as E isomers in dimethyl sulfoxide, while the sodium salts are present only as E isomers in dimethyl sulfoxide.

Carbon-13 and nitrogen-14 NMR spectra of 1-(substituted phenyl)pyridinium salts

1980 ◽  
Vol 45 (10) ◽  
pp. 2766-2771 ◽  
Author(s):  
Antonín Lyčka
Keyword(s):  
Heavy Water ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Coupling Constants ◽  
Pyridinium Salts ◽  
Nmr Signals ◽  
C Nmr

The 13C and 14N NMR spectra of 1M solutions of 1-(substituted phenyl)pyridinium salts (4-CH3, 4-OCH3, H, 4-Cl, 4-Br, 4-I, 3-NO2, 4-NO2, 2,4-(NO2)2 (the 13C NMR only)) have been measured in heavy water at 30 °C. The 13C and 14N chemical shifts, the 1J(CH) coupling constants, some 3J(CH) coupling constants, and values of half-widths Δ 1/2 of the 14N NMR signals are given. The 13C chemical shifts of C(4) correlate with the σ0 constants (δC(4) = (1.79 ± 0.097) σ0 + (147.67 ± 0.041)), whereas no correlation of the nitrogen chemical shifts with the σ constants has been found. The half-widths Δ 1/2 correlate with the σ0 constants (Δ 1/2 = (76.2 ± 4.9) σ0 + (106.4 ± 2.2)) except for 1-phenylpyridinium chloride.

Phosphinsubstituierte Chelatliganden, XXIII [1] Darstellung und NMR-Spektren von Alkyl-arylphosphinothioformamiden, R(Ph)PC(S)NHMe / Phosphine-Substituted Chelate Ligands, XXIII [1] Synthesis and NMR Spectra of Alkyl-arylphosphinothioformamides, R(Ph)PC(S)NHMe

1987 ◽  
Vol 42 (1) ◽  
pp. 77-83 ◽  
Author(s):  
Udo Kunze ◽  
Rolf Tittmann
Keyword(s):  
Chemical Shift ◽  
Linear Correlation ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Cone Angle ◽  
Coupling Constants ◽  
Methyl Isothiocyanate ◽  
Signal Sets ◽  
The Asymmetry ◽  
C Nmr

Abstract A series of alkyl-arylsubstituted N-methyl phosphinothioformamides, R(Ph)PC(S)NHMe (2 a-g), with varying bulkiness of the alkyl rest was synthesized from the racemic secondary phosphines 1a-g and methyl isothiocyanate. 1H and 13C NMR spectra of 2a−g reveal signal sets of diastereotopic nuclei due to the asymmetry of the molecule. The chemical shift and coupling constants were confirmed by simulation in case of 2b, c. The vicinal 31P−13C couplings of the menthyl and neomenthyl compounds 2f, g show an "anti-Karplus" behaviour (3J(gauche) > 3J(trans)) and allow the conformational assignment of the alicyclic group. The 31P chemical shifts of 2a−d give a linear correlation with the cone angle of the alkyl substituents quoted from literature.

Synthetic, Infrared, 1H and 13C NMR Spectral Studies on N-(2/3/4-Substituted Phenyl)-2,4-Disubstituted Benzenesulphonamides, 2,4-(CH3)2/2-CH3-4-Cl/2,4-Cl2C6H3SO2NH(i-XC6H4) (i-X = H, 2-CH3, 3-CH3, 4-CH3, 2-Cl, 3-Cl, 4-Cl, 4-F, 4-Br)

2006 ◽  
Vol 61 (10-11) ◽  
pp. 600-606
Author(s):  
Savitha M. Basappa ◽  
Basavalinganadoddy Thimme Gowda
Keyword(s):  
Solid State ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Spectral Studies ◽  
1H And 13C Nmr ◽  
Nmr Chemical Shifts ◽  
Benzene Rings ◽  
Stretching Vibrations ◽  
Absorption Frequencies ◽  
C Nmr

Twenty six N-(2/3/4-substituted phenyl)-2,4-disubstituted benzenesulphonamides of the general formulae 2,4-(CH3)2C6H3SO2NH(i-XC6H4), 2-CH3-4-ClC6H3SO2NH(i-XC6H4) and 2,4- Cl2C6H3SO2NH(i-XC6H4), where i-X = H, 2-CH3, 3-CH3, 4-CH3, 2-Cl, 3-Cl, 4-Cl, 4-F or 4-Br, have been prepared, characterized and their infrared spectra in the solid state and 1H and 13C NMR spectra in solution studied. The infrared N-H stretching vibrational frequencies vary in the range 3298 - 3233 cm−1. Asymmetric and symmetric SO stretching vibrations appear in the ranges 1373 - 1311 cm−1 and 1177 - 1140 cm−1, respectively, while C-S, S-N and C-N stretching absorptions vary in the ranges 840 - 812 cm−1, 972 - 908 cm−1 and 1295 - 1209 cm−1, respectively. The various 1H and 13C NMR chemical shifts are assigned to the protons and carbon atoms of the two benzene rings in line with those for similar compounds. The incremental shifts due to the groups in the parent compounds have been computed by comparing the chemical shifts of the protons or carbon atoms in these compounds with those of benzene or aniline, respectively. The computed incremental shifts and other data were used to calculate the 1H and 13C NMR chemical shifts of the substituted compounds in three different ways. The calculated chemical shifts by the three methods compared well with each other and with the observed chemical shifts. It is observed that there are no particular trends in the variation of either the infrared absorption frequencies or the chemical shifts with the nature or site of substitution.

scholarly journals Carbon-13 nuclear magnetic resonance spectra of oxazoles

1979 ◽  
Vol 57 (23) ◽  
pp. 3168-3170 ◽  
Author(s):  
Henk Hiemstra ◽  
Hendrik A. Houwing ◽  
Okko Possel ◽  
Albert M. van Leusen
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Coupling Constants ◽  
Proton Coupling ◽  
Nuclear Magnetic Resonance Spectra ◽  
C Nmr ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

The 13C nmr spectra of oxazole and eight mono- and disubstituted derivatives have been analyzed with regard to the chemical shifts and the various carbon–proton coupling constants of the ring carbons. The data of the parent oxazole are compared with thiazole and 1-methylimidazole.

The determination of the stereochemistry of epoxides located at the 5,6-positions of decalinic systems: An empirical method based on 13C NMR chemical shifts

2002 ◽  
Vol 80 (7) ◽  
pp. 774-778 ◽  
Author(s):  
Raquel M Cravero ◽  
Guillermo R Labadie ◽  
Manuel González Sierra
Keyword(s):  
13C Nmr ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Empirical Method ◽  
Nmr Chemical Shifts ◽  
13C Nmr Chemical Shifts ◽  
Empirical Rule ◽  
C Nmr

The 13C NMR spectra of a series of 5,6-epoxides in decalinic systems were studied. The interpretation of the chemical shifts allowed us to formulate an empirical rule to predict the epoxide stereochemistry. A discussion of the scope and limitations of this method and its extension to larger carbon skeletons is also presented.Key words: epoxide stereochemistry, 13C NMR, NMR, decalinic systems, oxiranes.

13C and 119Sn NMR spectra of diphenyl- and dibenzyltin(IV) compounds and their complexes

1990 ◽  
Vol 55 (5) ◽  
pp. 1193-1207 ◽  
Author(s):  
Jaroslav Holeček ◽  
Antonín Lyčka ◽  
Karel Handlíř ◽  
Milan Nádvorník
Keyword(s):  
Internal Structure ◽  
Coordination Sphere ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Coupling Constants ◽  
Spectral Parameters ◽  
The Real ◽  
119Sn Nmr ◽  
C Nmr

13C and 119Sn NMR spectra of diphenyl- and dibenzyltin(IV) compounds have been studied in solutions of coordinating and non-coordinating solvents. Regions of values of the δ(119Sn) chemical shifts have been determined which characterize individual types of coordination of the central tin atom. The values of 13C NMR spectral parameters, the δ(13C) chemical shifts and nJ(119Sn, 13C) coupling constants, have been used to describe the real shapes of coordination sphere of the central tin atom and to discuss the internal structure of the organic substituents and of the nature of their bonding linkage to the tin atom.

13 C NMR Chemical shifts and carbon-proton coupling constants of some furocoumarins and furochromones

1979 ◽  
Vol 18 (1) ◽  
pp. 139-143 ◽  
Author(s):  
M.H.A. Elgamal ◽  
N.H. Elewa ◽  
E.A.M. Elkhrisy ◽  
Helmut Duddeck
Keyword(s):  
Chemical Shifts ◽  
Coupling Constants ◽  
Nmr Chemical Shifts ◽  
Proton Coupling ◽  
C Nmr

Interpretation of 13C NMR chemical shifts of Hantzsch's pyridines and 1,4-dihydropyridines

1984 ◽  
Vol 49 (10) ◽  
pp. 2393-2399 ◽  
Author(s):  
Antonín Kurfürst ◽  
Petr Trška ◽  
Igor Goljer
Keyword(s):  
13C Nmr ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Correlation Equations ◽  
Pyridine Derivatives ◽  
Nmr Chemical Shifts ◽  
13C Nmr Chemical Shifts ◽  
C Nmr

1H and 13C NMR spectra of twelve 1,4-dihydropyridines I and twelve corresponding pyridine derivatives II have been measured in hexadeuteriodimethyl sulphoxide and interpreted. Correlation equations are given for the chemical shifts of the atoms in the heterocyclic rings of the two series of compounds.

Structural revision of glabramycins B and C, antibiotics from the fungus Neosartorya glabra by DFT calculations of NMR chemical shifts and coupling constants

RSC Advances ◽  
2015 ◽  
Vol 5 (46) ◽  
pp. 36858-36864 ◽  
Author(s):  
Yang Li
Keyword(s):  
Natural Products ◽  
Dft Calculations ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Coupling Constants ◽  
Proton Proton ◽  
Structural Revision ◽  
Proton Coupling ◽  
Vicinal Proton ◽  
C Nmr

The 13C NMR spectra and vicinal proton–proton coupling constants of two tricyclic macrolactone natural products were analyzed using computational methods, which resulted in their structural revisions.

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