Chelated compounds and derivative of β-alkoxycarbonylalkyltin chlorides — 5-arylazo-8-quinolinolates, alizarinates, and thiocyanate: preparation and spectroscopic studies

1987 ◽  
Vol 65 (6) ◽  
pp. 1241-1246 ◽  
Author(s):  
Barun Kanti Deb ◽  
Amiya Kanti Ghosh
Keyword(s):  
Complex Formation ◽  
Structural Features ◽  
Spectroscopic Studies ◽  
Nucleophilic Attack ◽  
Hydroxyl Groups ◽  
Chelating Ligands ◽  
Carbonyl Groups ◽  
H Nmr ◽  
Elemental Analyses ◽  
Subsequent Elimination

Complex formation with chelating ligands like 5-phenylazo-8-quinolinol, 5-(2I-carboxyphenylazo)-8-quinolinol, 1,2-dihydroxyanthraquinone (i.e., alizarin), and 1-nitroso-2-naphthol is due to nucleophilic attack on tin of the β-alkoxycarbonylalkyltin chlorides (a unique class of PVC stabilizer intermediates) with the subsequent elimination of hydrogen chloride. A number of complexes of the types R2SnL2, RSnL2Cl, R2SnLCl, R2Sn(LIHI)2, R2SnLII, and RSnLIICl (where R = CH3OCOCH2CH2—, C4H9OCOCH2CH2—, and CH3OCOCH(CH3)CH2—; LH = 5-phenylazo-8-quinolinol, 1-nitroso-2-naphthol; LIHHI = 5-(21-carboxyphenylazo)-8-quinolinol; and LIIH2 = 1,2-dihydroxyanthraquinone) and a thiocyanate derivative viz. (CH3OCOCH2CH2)2Sn(SCN)2 have been prepared. 5-Arylazo-8-quinolinols exhibit azo–hydrazone tautomeric equilibria but their complexes exist only in the azo form. β-Alkoxycarbonylethyltin alizarinates are somewhat different from other complexes. In these complexes two hydroxyl groups of alizarin have been utilised in complex formation, moreover, one of the two carbonyl groups of alizarin also remains involved in coordination to tin. In (CH3OCOCH2CH2)2Sn(SCN)2, the thiocyanate group is possibly linked to tin atom through nitrogen. All the complexes and the thiocyanate derivative have been characterised by elemental analyses, electronic, ir, and 1H nmr spectra. Possible structural features of the compounds are discussed.

STRUCTURAL FEATURES, COMPUTATIONAL STUDIES AND BIOLOGICAL ANALYSIS: SCHIFF’S BASE LIGAND AND ITS COORDINATION COMPOUNDS

INDIAN DRUGS ◽  
2021 ◽  
Vol 58 (07) ◽  
pp. 22-31
Author(s):  
Seema Gautam ◽  
Sulekh Chandra ◽  
Jugmendra Singh ◽  
Navneet Manav ◽  
Vinod K Paliwal ◽  
...  
Keyword(s):  
Metal Ions ◽  
Coordination Compounds ◽  
Computational Study ◽  
Inhibition Zone ◽  
Antibacterial Activities ◽  
Structural Features ◽  
Schiff’S Base ◽  
H Nmr ◽  
Diffusion Technique ◽  
Elemental Analyses

Structure and biological application based analysis has been carried out for Schiff’s base ligand containing nitrogen and sulphur donor atoms and also for a series of its coordination compounds. Ligand benzil-bis(5-amino-1,3,4-thiadiazole-2-thiol) (L) has been prepared and structural features of ligand investigated by elemental analyses, IR, 1 H-NMR, mass spectra and molecular modeling studies. The chemical reaction of the prepared ligand with metal ions afforded mononuclear coordination compounds of Mn(II) and Co(II) metal ions. The characterization of the coordination compounds is being based on the techniques i.e. elemental analysis, infra-red, UV-visible as well as melting point, molar conductivity and magnetic moment measurement. A computational study has been done to understand the miscellaneous coordination modes of ligand to metal ions. Characterization result shows that coordination compounds exhibit a six coordinated geometrical arrangement i.e. octahedral geometry. The biological inhibition zone (antifungal and antibacterial activities) of synthesized compounds, i.e. ligand and its coordination compounds, has been monitored using well diffusion technique

Extraction of novel sulfated polysaccharides from Aphanothece sacrum (Sur.) Okada, and its spectroscopic characterization

2007 ◽  
Vol 79 (11) ◽  
pp. 2039-2046 ◽  
Author(s):  
Maiko Okajima-Kaneko ◽  
Masateru Ono ◽  
Kiyotaka Kabata ◽  
Tatsuo Kaneko
Keyword(s):  
Spectroscopic Characterization ◽  
Spectroscopic Studies ◽  
Environmentally Benign ◽  
Sulfated Polysaccharides ◽  
Nmr Studies ◽  
H Nmr ◽  
Elemental Analyses ◽  
Gelation Behavior ◽  
Long Time ◽  
Swelling Volume

We extracted polysaccharides (PS) from Aphanothece sacrum using a hot alkaline solution which degraded other biopolymers such as proteins and nucleotides. The spectroscopy and elemental analyses indicated the PS contain carboxyls and sulfate groups. The degree of sulfation was estimated as about 10 mol %. 1H NMR studies demonstrated that the PS of A. sacrum had a dimethylated fucose unit. The combination of sulfate group and fucose in the prokaryotic PS was first evidenced by the direct spectroscopic studies. The PS showed efficient gelation behavior, binding to metal ions abundant in soil, and the swelling volume of the gel was approximately 250 times the dry volume. These results imply that PS of A. sacrum, which has been mass cultivated in Japan for a long time, may have potential as an environmentally benign water absorbent.

1.2-Verzweigte Carbosiloxan-Dendrimere mit Hauptgruppenelementund Übergangsmetall-modifizierten Oberflächen / 1.2-Branched Carbosiloxane-Dendrimers with Main-Group Element and Transition-Metal Modified Surfaces

1999 ◽  
Vol 54 (6) ◽  
pp. 751-756 ◽  
Author(s):  
Karin Brüning ◽  
Bettina Lühmann ◽  
Heinrich Lang
Keyword(s):  
Transition Metal ◽  
Second Generation ◽  
Spectroscopic Studies ◽  
Main Group ◽  
Group Element ◽  
H Nmr ◽  
Main Group Element ◽  
Elemental Analyses ◽  
Modified Surfaces ◽  
First And Second Generation

The preparation of the first and second generation carbosiloxane dendrimers Si[OCH2- CH2CH2 SiMe(OCH2C=CH)2]4 (3) and Si{OCH2H2CH2SiMe[OCH2CH2CH2SiMe(OCH2 - C=CH)2]2}4 (5) by the reaction o f Si(OCH2CH2CH2SiMeCl2)4 (1) or Si[OCH2CH2CH2SiMe- (OCH2CH2CH2SiMeCl2)2]4 (4) with HOCH2C =CH (2) in the presence o f NEt3 is described. Dendrimers 3 and 5 contain propargyloxy units as terminal groups, which can be transferred to Co2((CO)8 (6) to give the hexacarbonyldicobalt functionalized dendritic molecules Si{OCH2CH2CH2[(η-OCH2C=CH)CO2(CO)6]2}4 (7) and Si{OCH2CH2CH2SiMe-(OCH2CH2CH2SiMe[(η-OCH2C=CH)CO2(CO)6]2)2}4 (8). All compounds were characterized by elemental analyses, spectroscopic studies (IR,1H-, 13C{1H }-, 29Si{1H} NMR) as well as GPC investigations

1H and 13C NMR Spectroscopic Studies of the Complexation of Phenylenedioxydiacetamides with Calcium and Potassium Cations in Solution

1984 ◽  
Vol 39 (10) ◽  
pp. 1375-1379 ◽  
Author(s):  
Whei Oh Lin ◽  
Maria C. B. V. de Souza ◽  
Helmut G. Alt
Keyword(s):  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Methylene Chloride ◽  
Spectroscopic Studies ◽  
Acetonitrile Solution ◽  
Chelating Ligands ◽  
1H And 13C Nmr ◽  
Coordination Modes ◽  
H Nmr ◽  
C Nmr

Phenylenedioxydiacetamides are examples of noncyclic ionophors that are able to form 2:1 complexes with the cations Ca2+ and K+ in acetone, methylene chloride or acetonitrile solution. The chelation abilities and coordination modes of 12 derivatives were investigated systematically by IR, 1H NMR and 13C NMR spectroscopy. The results indicate that only the 1,2-phenylenedioxydiacetam ides function as ligands; while the 1,3-derivatives do not coordinate. The ionophors 1-8 act as tetradentate chelating ligands with all four oxygen atoms involved in bonding to the cation. Irrespective of its charge, each cation is coordinated by two ionophors.

Synthesis and Biological Activity of Embelin and its Derivatives: An Overview

2020 ◽  
Vol 20 (5) ◽  
pp. 396-407 ◽  
Author(s):  
Zhaojun Sheng ◽  
Siyuan Ge ◽  
Min Gao ◽  
Rongchao Jian ◽  
Xiaole Chen ◽  
...  
Keyword(s):  
Biological Activity ◽  
Biological Effects ◽  
New Drugs ◽  
Hydroxyl Groups ◽  
Carbonyl Groups ◽  
Cellular Mechanisms ◽  
Embelia Ribes ◽  
Naturally Occurring ◽  
Ic50 Value ◽  
Apoptosis Protein

Embelin is a naturally occurring para-benzoquinone isolated from Embelia ribes (Burm. f.) of the Myrsinaceae family, and contains two carbonyl groups, a methine group and two hydroxyl groups. With embelin as the lead compound, more than one hundred derivatives have been reported. Embelin is well known for its ability to antagonize the X-linked inhibitor of apoptosis protein (XIAP) with an IC50 value of 4.1 μM. The potential of embelin and its derivatives in the treatment of various cancers has been extensively studied. In addition, these compounds display a variety of other biological effects: antimicrobial, antioxidant, analgesic, anti-inflammatory, anxiolytic and antifertility activity. This paper reviews the recent progress in the synthesis and biological activity of embelin and its derivatives. Their cellular mechanisms of action and prospects in the research and development of new drugs are also discussed.

Azaoxa Macrocyclic and Acyclic Complexesof Lanthanides

1998 ◽  
Vol 63 (3) ◽  
pp. 363-370 ◽  
Author(s):  
Violetta Patroniak-Krzyminiewska ◽  
Wanda Radecka-Paryzek
Keyword(s):  
Schiff Base ◽  
Spectral Data ◽  
Macrocyclic Ligand ◽  
Lanthanide Ions ◽  
H Nmr ◽  
Elemental Analyses ◽  
Acyclic Complexes ◽  
Schiff Base Cyclocondensation

The template reactions of 2,6-diacetylpyridine with 3,6-dioxaoctane-1,8-diamine in the presence of dysprosium(III), thulium(III) and lutetium(III) chlorides and erbium(III) perchlorate produce the complexes of 15-membered macrocyclic ligand with an N3O2 set of donor atoms as a result of the [1+1] Schiff base cyclocondensation. In contrast, analogous reactions involving the lighter lanthanide ions (lanthanum(III), samarium(III) and europium(III)) yield the acyclic complexes with terminal acetylpyridyl groupings as products of the partial [2+1] condensation. The complexes were characterized by spectral data (IR, UV-VIS, 1H NMR, MS), and thermogravimetric and elemental analyses.

119Sn, 13C and 1H NMR Spectra of Tris(1-butyl)stannyl D-Glucuronate

1997 ◽  
Vol 62 (8) ◽  
pp. 1169-1176 ◽  
Author(s):  
Antonín Lyčka ◽  
Jaroslav Holeček ◽  
David Micák
Keyword(s):  
Chemical Shift ◽  
Carbonyl Group ◽  
1H Nmr ◽  
Equatorial Plane ◽  
Title Compound ◽  
Nmr Spectra ◽  
Hydroxyl Groups ◽  
Carboxylic Group ◽  
H Nmr ◽  
Oxygen Atoms

The 119Sn, 13C and 1H NMR spectra of tris(1-butyl)stannyl D-glucuronate have been measured in hexadeuteriodimethyl sulfoxide, tetradeuteriomethanol and deuteriochloroform. The chemical shift values have been assigned unambiguously with the help of H,H-COSY, TOCSY, H,C-COSY and 1H-13C HMQC-RELAY. From the analysis of parameters of 119Sn, 13C and 1H NMR spectra of the title compound and their comparison with the corresponding spectra of tris(1-butyl)stannyl acetate and other carboxylates it follows that in solutions of non-coordinating solvents (deuteriochloroform) the title compound is present in the form of more or less isolated individual molecules with pseudotetrahedral environment around the central tin atom and with monodentately bound carboxylic group. The interaction of tin atom with oxygen atoms of carbonyl group and hydroxyl groups of the saccharide residue - if they are present at all - are very weak. In solutions in coordinating solvents (hexadeuteriodimethyl sulfoxide or tetradeuteriomethanol), the title compound forms complexes with one molecule of the solvent. Particles of these complexes have a shape of trigonal bipyramid with the 1-butyl substituents in equatorial plane and the oxygen atoms of monodentate carboxylic group and coordinating solvent in axial positions.

scholarly journals Utilization and simulation of innovative new binuclear Co(ii), Ni(ii), Cu(ii), and Zn(ii) diimine Schiff base complexes in sterilization and coronavirus resistance (Covid-19)

2021 ◽  
Vol 19 (1) ◽  
pp. 772-784
Author(s):  
Moamen S. Refat ◽  
Ahmed Gaber ◽  
Walaa F. Alsanie ◽  
Mohamed I. Kobeasy ◽  
Rozan Zakaria ◽  
...  
Keyword(s):  
Schiff Base ◽  
Molecular Docking ◽  
Metal Ions ◽  
Free Ligand ◽  
Schiff Base Complexes ◽  
Hydroxyl Groups ◽  
Binuclear Complexes ◽  
Central Metal ◽  
H Nmr ◽  
Biological Studies

Abstract This article aimed at the synthesis and molecular docking assessment of new diimine Schiff base ligand, namely 2-((E)-(2-((Z)-2-(4-chlorophenyl)-2-hydroxyvinyl)hydrazono) methyl)-6-methoxyphenol (methoxy-diim), via the condensation of 1-(4-chloro-phenyl)-2-hydrazino-ethenol compound with 2-((E)-(2-((Z)-2-(4-chlorophenyl)-2-hydroxy vinyl) hydrazono)methyl)-6-methoxyphenol in acetic acid as well as the preparation of new binuclear complexes of Co(ii), Ni(ii), Cu(ii), and Zn(ii). The following synthesized complexes were prepared in a ratio of 2:1 (metal/ligand). The 1H-NMR, UV-Vis, and FTIR spectroscopic data; molar conductivity measurements; and microanalytical, XRD, TGA/DTG, and biological studies were carried out to determine the molecular structure of these complexes. According to the spectroscopic analysis, the two central metal ions were coordinated with the diamine ligand via the nitrogen of the hydrazine and oxygen of the hydroxyl groups for the first metal ions and via the nitrogen of the hydrazine and oxygen of the phenol group for the second metal ions. Molecular docking for the free ligand was carried out against the breast cancer 3hb5-oxidoreductase and the 4o1v-protein binding kidney cancer and COVID-19 protease, and good results were obtained.

scholarly journals Microwave-assisted synthesis and characterization of some optically active poly(ester-imide) thermoplastic elastomers

e-Polymers ◽  
2009 ◽  
Vol 9 (1) ◽  
Author(s):  
Saeed Zahmatkesh ◽  
Abdol Reza Hajipour
Keyword(s):  
Thermal Analyses ◽  
Specific Rotation ◽  
Thermoplastic Elastomers ◽  
Optically Active ◽  
Microwave Assisted Synthesis ◽  
H Nmr ◽  
Microwave Assisted ◽  
Diacid Chloride ◽  
Elemental Analyses

AbstractPyromellitic dianhydride (1) was reacted with L-leucine (2) to result in [N,N'-(pyromellitoyl)-bis-L-leucine diacid] (3). This compound (3) was converted to N,N'-(pyromellitoyl)-bis-L-leucine diacid chloride (4) by reaction with thionyl chloride. The microwave-assisted polycondensation of this diacid chloride (4) with polyethyleneglycol-diol (PEG-200) and/or three synthetic bisphenols furnish a series of new PEIs and Co-PEIs in a laboratory microwave oven (Milestone). The resulting polymers and copolymers have inherent viscosities in the range of 0.31- 0.53 dl g-1. These polymers are optically active, thermally stable and soluble in polar aprotic solvents such as DMF, DMSO, NMP, DMAc and sulfuric acid. All of the above polymers were fully characterized by IR spectroscopy, 1H NMR spectroscopy, elemental analyses, specific rotation and thermal analyses. Some structural characterizations and physical properties of these optically active PEIs and Co-PEIs are reported.

Effects of Medium and Substituents on Dissociationof 4,4'-Disubstituted Bis(benzenesulfon)imides

1996 ◽  
Vol 61 (8) ◽  
pp. 1205-1214 ◽  
Author(s):  
Miroslav Ludwig ◽  
Pavel Štverka
Keyword(s):  
Latent Variables ◽  
Dissociation Constants ◽  
Substituent Effects ◽  
Principal Component ◽  
H Nmr ◽  
Base Process ◽  
Elemental Analyses ◽  
Substituent Constants ◽  
Model Substances ◽  
Strong Acids

Ten 4,4'-disubstituted bis(arenesulfon)imides of the general formula XC6H4SO2NHSO2C6H4X have been synthesized and their structures confirmed by their 1H NMR spectra. Elemental analyses are presented for the compounds not yet described. The dissociation constants of these model substances have been measured potentiometrically in pyridine, dimethylformamide, methanol, ethanol, propylene carbonate, acetone, acetonitrile, 1,2-dichloroethane and tetramethylene sulfone. The pKHA values obtained have been correlated with three sets of the Hammett substituent constants and the results have been used to discuss the solvent and substituent effects on the dissociation of the compounds studied. Sulfonimides with electron-acceptor substituents behave as rather strong acids in some solvents (pyridine, dimethylformamide, methanol and ethanol), whereas normal substituent dependences are found in other solvents. The experimental data have also been interpreted with the help of the statistical methods based on latent variables. From the calculations it follows that only the first principal component, which correlates well with the substituent constant sets adopted, is statistically significant in describing the substituent effect on the acid-base process studied.

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