1H, 13C, and 15N NMR Spectra of Ni(II) Complexes of Schiff Bases of (S)-2-(N-Benzylprolyl)aminobenzophenone and α-Monosubstituted Glycine and Determination of Configuration of the Complexes by 2D NOESY Spectra

1995 ◽  
Vol 60 (6) ◽  
pp. 990-998 ◽  
Author(s):  
Josef Jirman ◽  
Alexander Popkov
Keyword(s):  
Schiff Base ◽  
Schiff Bases ◽  
Absolute Configuration ◽  
Nmr Spectra ◽  
Phenyl Group ◽  
15N Nmr ◽  
Dimethylamino Group ◽  
2D Noesy ◽  
Noesy Spectra

1H, 13C, and 15N NMR spectra have been measured of substituted Ni(II) complexes of Schiff bases of (S)-2-(N-benzylprolyl)aminobenzophenone and glycine. The absolute configuration at C19 of the substituted glycine can be determined from 2D NOESY spectra using the NOESY interactions with the proton of the second chiral centre of the complex. It is possible to determine the rate of rotation of phenyl group of benzophenone unless its rotation is prevented by requatorialr orientation of dimethylamino group as it is the case with the Ni(II) complex of Schiff base of (S)-2-(N-benzylprolyl)aminobenzophenone and (S)-α-dimethylaminoglycine.

Aluminium(III) Derivatives of Monofunctional Bidentate Schiff Bases

1973 ◽  
Vol 28 (3-4) ◽  
pp. 153-157 ◽  
Author(s):  
R. N. Prasad ◽  
J. P. Tandon
Keyword(s):  
Schiff Base ◽  
Ir Spectra ◽  
General Formula ◽  
Schiff Bases ◽  
Molecular Association ◽  
Molecular Weights ◽  
Schiff Base Derivatives ◽  
Stoichiometric Ratios ◽  
Derivatives Of

Reactions of aluminium iso-propoxide with monofunctional bidentate Schiff bases having the general formula 2-HOC10H6CH:NR (where R = C2H5, n C3H7, iso-C3H7, n-C4H9, iso-C4H9, sec-C4H9, tert-C4H9 and C6H5) in different stoichiometric ratios have yielded Al(OPri)2(SB), Al(OPri)(SB)2 and Al(SB)3 type of products (where SB is the anion of the corresponding Schiff base, SBH). The ebullioscopic determination of molecular weights shows that the di-iso-propoxy mono- Schiff base derivatives are dimeric; the tris- Schiff base derivatives are monomeric and for the mono-iso-propoxy bis- Schiff base derivatives, molecular association is ~1.4. The IR spectra of a few representative derivatives have been recorded and possible structures indicated.

1H, 13C and 15N NMR Spectra of Ni(II) Complex of Schiff Base from (S)-2-(N-Benzylprolyl)amino-5-methylbenzophenone and Glycine

1994 ◽  
Vol 59 (9) ◽  
pp. 2103-2108 ◽  
Author(s):  
Josef Jirman ◽  
Alexander Popkov
Keyword(s):  
Amino Acids ◽  
Schiff Base ◽  
Asymmetric Synthesis ◽  
Nmr Spectra ◽  
15N Nmr ◽  
Nmr Signals

Nickel(II) complex of Schiff base derived from (S)-2-(N-benzylprolyl)amino-5-methylbenzophenone and glycine (I) was prepared. It was characterized by mass, 1H, 13C and 15N NMR spectra. The NMR signals were assigned and the data thus obtained can serve for study of products in the asymmetric synthesis of amino acids, starting from this complex.

1H—NMR-spektroskopische Bestimmung der diastereomeren Reinheit und der absoluten Konfiguration am Phosphoratom von tButyl-phenyl-phosphinsäure-(—)-menthylester / Determination of the Diastereomeric Purity and the Absolute Configuration at Phosphorus of tButyl-phenyl-phosphinic Acid (—)-Menthyl Ester by Means of 1H NMR Spectroscopy

1977 ◽  
Vol 32 (5) ◽  
pp. 589-593 ◽  
Author(s):  
Reiner Luckenbach ◽  
Hans-H. Bechtolsheimer
Keyword(s):  
Nmr Spectroscopy ◽  
1H Nmr ◽  
Absolute Configuration ◽  
1H Nmr Spectroscopy ◽  
Nmr Spectra ◽  
Phosphinic Acid ◽  
H Nmr ◽  
The Absolute ◽  
Diastereomeric Purity

The preparation and separation into diastereomers of tbutyl-phenyl-phosphinic acid (—)-menthyl ester (1a) is reported. The diastereomeric purity as well as the absolute configuration at phosphorus of 1 a can be deduced from the detailed analysis of the 1H NMR spectra of samples of 1a differing in their diastereomer ratios.

Determination of the absolute configuration and enantiomeric purity of alcohols from the13C-NMR spectra of the corresponding MTPA esters

Chirality ◽  
1990 ◽  
Vol 2 (3) ◽  
pp. 175-184 ◽  
Author(s):  
G. L. Lemière ◽  
J. J. Willaert ◽  
R. A. Dommisse ◽  
J. A. Lepoivre ◽  
F. C. Alderweireldt
Keyword(s):  
Absolute Configuration ◽  
Nmr Spectra ◽  
Enantiomeric Purity ◽  
The Absolute

scholarly journals SYNTHESIS AND DETERMINATION OF THE ABSOLUTE CONFIGURATION OF MONOETHERS OF α-GLYCOLS OF ALLYL AND PROPARGYL ALCOHOLS BY NMR 1H SPECTROSCOPY

2020 ◽  
Vol 86 (4) ◽  
pp. 126-131
Author(s):  
Gulahmad Talybov ◽  
Aygun Baghirli ◽  
Najiba Shirinova
Keyword(s):  
Absolute Configuration ◽  
Strong Field ◽  
Phenyl Group ◽  
Allyl Ether ◽  
Phenacyl Bromide ◽  
Phenyl Acetic Acid ◽  
Chiral Catalyst ◽  
The Absolute ◽  
Methyl Phenyl

The synthesis of previously unknown unsaturated aromatic oxyethers was carried out by reaction of chloromethylpropargyl(allyl) ether with phenacyl bromide, with the participation of the chiral catalyst - (+)-benzotetramisole, and their configurations were also established. It was shown the anisotropic effect of the phenyl group in the acid chloride of α-methoxytrifluoromethylphenylacetic acid (MTPA-Cl) on the halogenaryl group. Such effect leads to screening of the latter, and this, in turn, leads to a shift to a strong field and positive values of ∆δR/S, while proton signals of the less bulky group are shifted to a weaker field with a negative value of ∆δR/S. The interaction of chloromethylpropargyl (allyl) ether with phenacylbromide with the participation of the chiral catalyst - (+) - benzotetramisole leads to aromatic allyl and propargyl alcohol monoethers. By the chiral derivative agent (CDA) chloride anhydride- α-trifluoro-methyl-phenyl-acetic acid (MTPA-Cl) the absolute configuration of compounds was determined. Due to comparing the ΔδR/S data in the NMR 1H spectra during such interaction it was found that they converted  to diastereomers.

13C and 15N NMR studies of 2,3,4-pentanetrione 3-phenylhydrazone, dimethyl 2-phenylhydrazonopropanedioate and ethyl 2-phenylhydrazono-3-oxobutanoate

1980 ◽  
Vol 45 (12) ◽  
pp. 3354-3359 ◽  
Author(s):  
Antonín Lyčka
Keyword(s):  
Nmr Spectra ◽  
Chemical Shifts ◽  
Coupling Constants ◽  
15N Nmr ◽  
Nmr Studies ◽  
Carbon And Nitrogen

The 13C AND 15N NMR spectra of 2,3,4-pentanetrione 3-phenylhydrazone, dimethyl 2-phenylhydrazonopropanedioate and ethyl 2-phenylhydrazono-3-oxobutanoate have been measured in deuteriochloroform at 30 °C. The carbon and nitrogen signals have been assigned, and the chemical shifts and coupling constants 1J(CH) have been determined. Ethyl 2-phenylhydrazono-3-oxobutanoate has been measured first as the (E) isomer and then as a mixture of the (E) and (Z) isomers. This compound has also been prepared with one or two 15N atoms enabling determination of absolute values of the coupling constants nJ(15N13C) and 1J(15N15N), respectively.

Predictive chirality sensing via Schiff base formation

2019 ◽  
Vol 17 (27) ◽  
pp. 6699-6705 ◽  
Author(s):  
Samantha L. Pilicer ◽  
Michele Mancinelli ◽  
Andrea Mazzanti ◽  
Christian Wolf
Keyword(s):  
Schiff Base ◽  
Absolute Configuration ◽  
Chiral Amines ◽  
Schiff Base Formation ◽  
Base Formation

Determination of ee and absolute configuration of chiral amines is achieved with a sterically crowded Schiff base sensor.

scholarly journals Determination of Absolute Stereochemistry of Natural Alicyclic Glycosides by 1H NMR Spectroscopy without Application of Chiral Reagents – An Indication

2011 ◽  
Vol 6 (5) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Tatyana N. Makarieva ◽  
Larisa K. Shubina ◽  
Alla G. Guzii ◽  
Natalya V. Ivanchina ◽  
Vladimir A. Denisenko ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
1H Nmr ◽  
Absolute Configuration ◽  
1H Nmr Spectroscopy ◽  
Nmr Spectra ◽  
H Nmr ◽  
Steroid Glycosides ◽  
The Absolute ◽  
Absolute Stereochemistry

A study has been made of the 1H NMR spectra of peracetylated β-glucopyranosides and α-arabinopyranosides obtained by reaction of D- and L-glucoses, and L- and D-arabinoses with either ( R)- or ( S)-2-octanols. The obtained and literature data show that 1H NMR spectra may be used to determine the absolute configuration of the aglycone moieties of some alicyclic glycosides without the need to synthesize derivatives with chiral reagents, as long as the absolute configuration of their monosaccharide moiety is known or vice versa. Spectra of marine steroid glycosides and their acetates containing glycosylated side chains as alicyclic fragments were also examined. It was shown that analysis of 1H NMR spectra for the determination of the absolute configuration is more applicable in the cases when glycosides have the same substitution in the D-ring of the aglycone moiety.

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