Potentiometric and NMR study of ethylenediamine-N,N,N',N'-tetrakis[methylene(phenylphosphinic)] acid and its complexing properties

1989 ◽  
Vol 54 (3) ◽  
pp. 653-662 ◽  
Author(s):  
Ivan Lukeš ◽  
Petr Hermann ◽  
Pavel Pech
Keyword(s):  
Stability Constants ◽  
Nmr Spectra ◽  
Dissociation Constants ◽  
Phosphonic Acids ◽  
Nmr Study ◽  
Complexing Properties ◽  
C Nmr

The dissociation constants of ethylenediamine-tetrakis-[methylene(phenylphosphinic)] acid (H4edtmpPh) and its stability constants with Mg2+, Ca2+, Sr2+, Ba2+, Mn2+, Fe2+, Co2+ and Ni2+ have been determined. Study of the dependence of the 1H, 31P and 13C NMR spectra of H4edtmpPh solutions on the pH indicates that it is more similar to H4edta than to analogous phosphonic acids.

Study of the properties of pyridine-2-azo-p-phenyltetramethylguanidine as a metal ion complexing agent

1991 ◽  
Vol 69 (8) ◽  
pp. 1238-1244 ◽  
Author(s):  
Kenneth T. Leffek ◽  
Arnold Jarczewski
Keyword(s):  
Complex Formation ◽  
Stability Constants ◽  
Metal Ion ◽  
Nmr Spectra ◽  
Dissociation Constants ◽  
Activation Parameters ◽  
Complexing Agent ◽  
The Stability ◽  
Metal Ligand ◽  
C Nmr

Pyridine-2-azo-p-phenyltetramethylguanidine (PAPT) was synthesized and the properties of this compound examined. The dissociation constants of the conjugate acids in H2O are [Formula: see text] and [Formula: see text] at 25 °C at I = 0.1, and in acetonitrile are [Formula: see text] and [Formula: see text]. The properties of metal–ligand chelates in acetonitrile have been examined and the stability constants for Ni2+, Co2+, and Zn2+ complexes measured. The rates of reaction of PAPT with Ni2+, Co2+, and Zn2+ in acetonitrile have been determined and the activation parameters measured for the complex formation of LNi2+. The stability constants for both complexing centres of PAPT have been calculated. The 13C NMR spectra for PAPT and LNi2+ are quoted. The expected enhancement of the metal ion complexing ability of PAPT due to the strongly electron-releasing nature of the tetramethylguanidinyl group was not found. Key words: metal ion complexes, pyridine-2-azo-p-phenyltetramethylguanidine, stability constants, pKa.

An intermediate of reaction of 2-naphthol with activated sludge

1988 ◽  
Vol 53 (7) ◽  
pp. 1574-1578 ◽  
Author(s):  
Karel Komers ◽  
Antonín Lyčka ◽  
Josef Jirman ◽  
Ivan Kolb
Keyword(s):  
Activated Sludge ◽  
Nmr Spectra ◽  
Dissociation Constants ◽  
Aqueous Media ◽  
Standard State ◽  
Acid Base ◽  
C Nmr

A redbrown intermediate has been isolated from a reaction mixture of 2-naphthol and the activated sludge, and its structure has been determined on the basis of its IR, MS, and especially 2D 1H and 13C NMR spectra. It corresponds to 4-(2-hydroxy-1-naphthyl)-6-hydroxy-1,2-naphthoquinone (I). In aqueous media I behaves as an acid-base indicator with the colour transition from yellow to redbrown. The concentration dissociation constants of I have been determined spectrophotometrically: K1 = 3·47 . 10-7, K2 = 3·80 . 10-10 for the standard state c0 = 1 mol dm-3, 298 K, 105 Pa.

NMR study of the protonation of domoic acid

1992 ◽  
Vol 70 (4) ◽  
pp. 1156-1161 ◽  
Author(s):  
John A. Walter ◽  
Donald M. Leek ◽  
Michael Falk
Keyword(s):  
Nmr Spectra ◽  
Domoic Acid ◽  
Spectral Parameters ◽  
Protonation Site ◽  
Nmr Study ◽  
C Nmr

The 1H and 13C NMR spectra of the amnesic shellfish poison, domoic acid, in H2O and D2O solutions have been studied as a function of pH or pD. The results yielded the NMR spectral parameters for each of the five protonation stages of domoic acid, provided accurate pKa values, and enabled each pKa to be associated with a particular protonation site.

Synthesis and Variable Temperature 1H and 31P NMR Study of Phosphorus Ylides derived from reaction of NH-acids, triarylphosphine and acetylenic esters

2007 ◽  
Vol 2007 (6) ◽  
pp. 353-355 ◽  
Author(s):  
Seyyed Javad Sabounchei ◽  
Hassan Nemattalab
Keyword(s):  
Mass Spectroscopy ◽  
Nmr Spectra ◽  
31P Nmr ◽  
Variable Temperature ◽  
Phosphorus Ylides ◽  
Acetylenic Esters ◽  
Dialkyl Acetylenedicarboxylates ◽  
Nmr Study ◽  
One Step ◽  
C Nmr

A one-step synthesis of sterically congested phosphorus ylides in moderate to good yields by the reaction of dialkyl acetylenedicarboxylates, NH-acids and triarylphosphines are reported. Characterisation of the obtained compounds was performed by IR, 1H, 31P, 13C NMR, elemental analysis and mass spectroscopy. NMR spectra showed that some of these compounds (in CDCl3 as solvent) contained two rotamers with unequal populations that equilibrate rapidly at higher temperatures.

13C NMR study of 3-(X-benzal)phthalides and 2-(X-benzal)-1,3-indanediones

1980 ◽  
Vol 45 (10) ◽  
pp. 2772-2778 ◽  
Author(s):  
Eva Solčániová ◽  
Pavol Hrnčiar ◽  
Tibor Liptaj
Keyword(s):  
Chemical Shift ◽  
Nmr Spectra ◽  
Electronic Effect ◽  
Chemical Shifts ◽  
Substituent Effects ◽  
Carbonyl Groups ◽  
Aryl Group ◽  
Nmr Study ◽  
Derivatives Of ◽  
C Nmr

13C NMR spectra of 14 derivatives of 3-(X-benzal)phthalides (I) and 10 derivatives of 2-(X-benzal)-1,3-indanediones (II) were investigated. The correlation of 13C chemical shifts of carbon atoms of the phthalide ring with σ-constants showed that the electronic effect of substituents was transmitted from the benzylidene group of 3-(X-benzal)phthalides on the chemical shift of the carbonyl group not only through oxygen, but also through the aromatic ring of the phthalide moiety. The transmission of substituent effects in 2-(X-benzal)-1,3-indanediones on the chemical shift of the carbonyl groups was more pronounced on the carbonyl, which is in the trans-arrangement with respect to the aryl group. This phenomenon was also observed at carbon atoms of the benzene ring of the indanedione moiety closer to the trans-CO group.

X-Ray Structure Analysis and NMR Study of Sesquiterpene Lactone Hirsutolide

1995 ◽  
Vol 60 (2) ◽  
pp. 300-310 ◽  
Author(s):  
Urszula Rychłewska ◽  
Miloš Buděšínský ◽  
Halina Grabarczyk ◽  
Bohdan Drożdż ◽  
Miroslav Holub
Keyword(s):  
Crystal Structure ◽  
Nmr Spectra ◽  
Chair Conformation ◽  
Ring Conformation ◽  
X Ray ◽  
H Nmr ◽  
Nmr Study ◽  
Nmr Methods ◽  
The One ◽  
C Nmr

Hirsutolide, the C(8)-lactonized sesquiterpene of the heliangolide type has been studied by X-ray and NMR methods. In crystal the ten-membered ring conformation closely resembles the conformation observed in C(6)-lactonized heliangolides. This conformation, which can be described as a boat-chair is contrasted with the chair-chair conformation found in the crystals of other C(8)-lactonized heliangolide, scorpioidine. Broad signals in 1H and 13C NMR spectra indicated the conformation equilibrium in solution which was confirmed by observation of signals of two conformers (ca 3 : 1) in low temperature 1H NMR spectra. The major conformer is the one present in the crystal structure of hirsutolide and the minor conformer corresponds very likely to the one observed in the crystal structure of scorpioidine.

1H and 13C NMR study of (X-phenyl)-5-nitro-2-furylvinyl ethers

1980 ◽  
Vol 45 (12) ◽  
pp. 3557-3563 ◽  
Author(s):  
Miloslava Dandárová ◽  
Jaroslav Kováč ◽  
Daniel Végh
Keyword(s):  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Nmr Spectra ◽  
Furan Ring ◽  
Chemical Shifts ◽  
1H And 13C Nmr ◽  
H Nmr ◽  
Nmr Study ◽  
Hammett Σ Constants ◽  
C Nmr

Reaction of 5-nitro-2-furylvinyltrimethylammonium bromide with substituted phenolates gave (E)- and (Z)-(X-phenyl)-5-nitro-2-furylvinyl ethers. The preffered s-cis and s-trans orientations of the furan ring in Z and E isomers, respectively, were determined by 1H NMR spectroscopy. To study the extent of p-π conjugation, 13C NMR spectra of compounds under investigation have also been measured and interpreted. Chemical shifts for ethylenic carbons and protons were correlated with Hammett σ constants.

13C NMR study of tetrosides and their derivatives

1980 ◽  
Vol 45 (10) ◽  
pp. 2779-2783 ◽  
Author(s):  
Jiří Urban ◽  
Miroslav Marek ◽  
Jiří Jarý ◽  
Petr Sedmera
Keyword(s):  
13C Nmr ◽  
Nmr Spectra ◽  
Chemical Shifts ◽  
Direct Coupling ◽  
Coupling Constants ◽  
Anomeric Configuration ◽  
Nmr Study ◽  
C Nmr

13C NMR spectra of 23 tetrose derivatives were assigned. The C(1) resonates below 103 ppm with compounds having cis-arranged substituents at C(1) and C(2) and above 106 ppm with compounds having trans-arrangement. The carbon-13 chemical shifts are mainly influenced by the 1,2-interaction. The magnitudes of direct coupling constants 1J(C(1), H) cannot be used for the determination of the anomeric configuration.

Conformational structure of ethylene glycol dibenzoate. Vibrational and NMR spectra

1981 ◽  
Vol 46 (8) ◽  
pp. 1913-1929 ◽  
Author(s):  
Bohdan Schneider ◽  
Pavel Sedláček ◽  
Jan Štokr ◽  
Danica Doskočilová ◽  
Jan Lövy
Keyword(s):  
Ethylene Glycol ◽  
Vibrational Spectra ◽  
Nmr Spectra ◽  
Coupling Constants ◽  
Conformational Structure ◽  
Infrared And Raman Spectra ◽  
H Nmr ◽  
Liquid States ◽  
Crystalline Forms ◽  
C Nmr

It was found that three crystalline forms of ethylene glycol dibenzoate can be prepared. Infrared and Raman spectra of these three forms, as well as of the glassy and liquid states, were measured. From 3JHH coupling constants obtained by analysis of the 13C satellite band of the -CH2- group in 1H NMR spectra, and from the 3JCH coupling constants of the -CO.O.CH2- fragment obtained by analysis of the carbonyl band in 13C NMR spectra it was found that in the liquid state the -CH2-CH2- group exists predominantly in the gauche conformational structure, and the bonds C-O-C-C assume predominantly a trans orientation. The results of the analysis of NMR and vibrational spectra were used for the structural interpretation of conformationally sensitive bands in vibrational spectra of ethylene glycol dibenzoate.

13C NMR spectra of 1-aryl-ferrocenylethylenes

1986 ◽  
Vol 51 (3) ◽  
pp. 670-676 ◽  
Author(s):  
Eva Solčániová ◽  
Štefan Toma ◽  
Tibor Liptaj
Keyword(s):  
13C Nmr ◽  
Nmr Spectra ◽  
Substituent Effects ◽  
13C Nmr Spectra ◽  
Bridge Group ◽  
C Nmr ◽  
Electron Effects

13C NMR spectra of 18 ferrocene analogues of trans stilbenes (1-aryl-2-ferrocenylethylenes) were measured. It was found that bridge group weakens the transfer of the substituent electron effects into ferrocene nucleus, especially distinctly into 3',4'positions of cyclopentadienyl ring. The transfer of substituent effects into β-position of the bridge -CH=CH- is greater in derivatives studied by us than in stilbenes. Synthesis of 1-(4-dimethylaminophenyl)-2-ferrocenylethylene is described.

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