scholarly journals Metal complexes of Schiff bases derived from dicinnamoylmethane and aliphatic diamines

2008 ◽  
Vol 73 (4) ◽  
pp. 423-429 ◽  
Author(s):  
K. Krishnankutty ◽  
P. Sayudevi ◽  
Basheer Ummathur

Two new Schiff bases containing olefinic linkages have been synthesized by condensing aliphatic diamines with dicinnamoylmethane under specified conditions. The existence of these compounds predominantly in the intramolecularly hydrogen bonded keto-enamine form was well demonstrated by their IR, 1H-NMR and mass spectral data. Dibasic tetradentate N2O2 coordination of the compounds in their [ML] complexes (M = Ni(II), Cu(II) and Zn(II)) was established on the basis of analytical and spectral data.


1973 ◽  
Vol 51 (4) ◽  
pp. 505-513 ◽  
Author(s):  
Kenneth Charles Moss ◽  
Frank Price Robinson

The condensation reaction between a series of aliphatic diamines and a series of five- and six-membered cyclic β-diketones to form Schiff bases was investigated. Mass spectral data show that reaction occurred on the side-chain carbonyl except where steric hindrance forced condensation to occur on the ring carbonyl. N.m.r. studies show that these Schiff bases exist primarily in the ketamine form in solution, irrespective of the solvent. I.r. data confirm this. The preparation of a number of Cu(II) and Ni(II) complexes from some of the ligands is also described.



2007 ◽  
Vol 72 (11) ◽  
pp. 1075-1084 ◽  
Author(s):  
K. Krishnankutty ◽  
P. Sayudevi ◽  
Basheer Ummathur

Phenylazo- and thiazolylazo-2,4-pentanediones on reaction with 2-aminophenol and 2-aminothiophenol yielded a new series of polydentate Schiff?s base ligands. The structure and tautomeric nature of these compounds and their metal complexes were established on the basis of their IR, 1H-NMR and mass spectral data. The spectral and analytical data revealed the condensation of both carbonyl groups of 3-(2-thiazolylazo)- 2,4-pentanedione with 2-aminophenol to form an N2O2 tetradentate ligand. Details on the formation of its [ML] complexes with Ni(II), Cu(II) and Zn(II) and the nature of their bonding are discussed based on analytical, IR, 1H-NMR and mass spectral data.



2010 ◽  
Vol 75 (5) ◽  
pp. 639-648 ◽  
Author(s):  
Krishnannair Krishnankutty ◽  
Basheer Ummathur ◽  
Kamalakshy Babu

The coupling of diazotized 2-aminobenzothiazole with 1,3- dicarbonyl compounds (benzoylacetone, methylacetoacetate and acetoacetanilide) yielded a new series of tridentate ligand systems (HL). Analytical, IR, 1H-NMR, 13C-NMR and mass spectral data indicated that the compounds exist in the intramolecularly hydrogen bonded azo-enol tautomeric form in which one of the carbonyl groups of the dicarbonyl moiety had enolised and hydrogen bonded to one of the azo nitrogen atoms. The compounds formed stable complexes with Ni(II), Cu(II) and Zn(II) ions. The Cu(II) complexes conform to [CuL(OAc)] stoichiometry while the Ni(II) and Zn(II) complexes are in agreement with [ML2] stoichiometry. Analytical, IR, 1H-NMR, 13C-NMR and mass spectral data of the complexes are consistent with the replacement of the chelated enol proton of the ligand with a metal ion, thus leading to a stable sixmembered chelate ring involving a cyclic nitrogen, one of the azo nitrogens and the enolate oxygen. The Zn(II) chelates are diamagnetic while Cu(II) and Ni(II) complexes showed a normal paramagnetic moment.



2009 ◽  
Vol 74 (3) ◽  
pp. 259-267 ◽  
Author(s):  
Basheer Ummathur ◽  
Krishnannair Krishnankutty ◽  
Sindhu Balagopal

A new series of ?-ketoesters in which the keto group is attached to the olefinic linkage were synthesized by the reaction of methyl acetoacetate and aromatic aldehydes under specified conditions. The existence of these compounds predominantly in the intramolecularly hydrogen bonded enol form was well demonstrated from their IR, 1H-NMR and mass spectral data. Details on the formation of their [ML2] complexes with Ni(II), Cu(II) and Zn(II) and the nature of the bonding are discussed on the basis of analytical and spectral data.



2014 ◽  
Vol 79 (3) ◽  
pp. 303-311 ◽  
Author(s):  
Muhammed Ummathur ◽  
Damodaran Babu ◽  
Krishnannair Krishnankutty

The coupling of diazotized 2-aminothiazole and 2-aminobenzo-thiazole with cyclohexane-1,3-dione yielded a new type of tridentate ligand systems (HL). Analytical, IR, 1H NMR, 13C NMR and mass spectral data indicate the existence of the compounds in the intramolecularly hydrogen bonded azo-enol tautomeric form. Monobasic tridentate coordination of the compounds in their [CuL(OAc)] and [ML2] complexes [M = Ni(II) and Zn(II)] has been established on the basis of analytical and spectral data. The Zn(II) chelates are diamagnetic while Cu(II) and Ni(II) complexes showed normal paramagnetic moment.



2009 ◽  
Vol 74 (11) ◽  
pp. 1273-1282 ◽  
Author(s):  
K. Krishnankutty ◽  
Basheer Ummathur ◽  
Perumpalli Ummer

The coupling of diazotized 1-aminonaphthalene with 1,3-dicarbonyl compounds (acetylacetone, methylacetoacetate and acetoacetanilide) yielded a new series of bidentate ligand systems (HL). Analytical, IR, 1H-NMR and mass spectral data indicate that the compounds exist in the intramolecularly hydrogen bonded keto-hydrazone form. With Ni(II), Cu(II) and Zn(II), these potential monobasic bidentate ligands formed [ML2] type complexes. The IR, 1H- -NMR and mass spectral data of the complexes are consistent with the replacement of the chelated hydrazone proton of the ligand by a metal ion, thus leading to a stable six-membered chelate ring involving the hydrazone nitrogen and the hydrogen bonded carbonyl oxygen. The Ni(II) and Zn(II) chelates are diamagnetic, while the Cu(II) complexes are paramagnetic. In the metal complexes of the naphthylazo derivatives of acetylacetone and methylacetoacetate, the acetyl carbonyl is involved in coordination, whereas in the chelates of the naphthylazo derivative of acetoacetanilide, the anilide carbonyl is bonded with the metal ion.



2019 ◽  
Vol 31 (9) ◽  
pp. 1895-1898
Author(s):  
Relangi Siva Subrahmanyam ◽  
Venkateswara Rao Anna

We report here an easy, efficient and green synthetic protocol for the (E)-1-aryl-3-(2-morpholinoquinolin-3-yl)prop-2-en-1-ones by the Claisen-Schmidt condensation of 2-morpholinoquinoline-3-carbaldehyde and different substituted acetophenones by using 1-butyl-3-methylimidazolium tetrafluoroborate (Bmim)BF4. The compounds were characterized by using 1H NMR, 13C NMR and mass spectral data and screened there in vitro antimicrobial activity against different bacterial and fungal organisms.



2012 ◽  
Vol 25 (1) ◽  
pp. 62-70 ◽  
Author(s):  
Md Anwarul Hoque ◽  
Md Arzu Miah ◽  
Md Nurul Abser ◽  
Abul K Azad ◽  
Kamrun N Khan ◽  
...  

Treatment of 2-Mercaptothiazoline, 2-Mercaptobenzimidazole, 2-Mercapto-1- methylimidazole with [M2(CO)10] (M = Re and Mn) at ambient temperature in presence of decarbonylating reagent Me3NO give the complexes [Mn2(?-?2-C3H4NS2)2(CO)6] (1), [Re2(?-?2-C3H4NS2)2(CO)6] (2), [Mn2(?-?2-C7H5SN2)2(CO)6] (3), [Re2(?-?2- C7H5SN2)2(CO)6] (4), [Re2(?-?2-C4H5N2S)2(CO)6] (5) and [Re2(?1-C4H5N2SH)(CO)9] (6) respectively. All the compounds have been characterized by IR, 1H NMR and mass spectral data. The heterocyclic ligands are expected to be coordinated to two or single metal atom through the nitrogen and sulfur atoms or via only sulfur atom.DOI: http://dx.doi.org/10.3329/jbcs.v25i1.11775 Journal of Bangladesh Chemical Society, Vol. 25(1), 62-70, 2012> 



2006 ◽  
Vol 60 (1) ◽  
Author(s):  
I. Malík ◽  
E. Sedlárová ◽  
J. Csöllei ◽  
F. Andriamainty ◽  
P. Kurfürst ◽  
...  

AbstractThe phenylcarbamic acid derivatives with N-phenylpiperazine moiety in the molecule have been prepared. The structure has been confirmed by elemental analysis, IR, 1H NMR, and mass spectral data. For the prepared set of the compounds the lipophilicity parameters have been determined. The experimentally obtained lipophilicity parameters have been correlated with theoretical entries obtained by different computer programs based on the neural network and fragmental methods.



2021 ◽  
Vol 68 (2) ◽  
pp. 395-403
Author(s):  
Nataliia Krasovska ◽  
Viktor Stavytskyi ◽  
Inna Nosulenko ◽  
Oleksandr Karpenko ◽  
Oleksii Voskoboinik ◽  
...  

The synthesis of hydrazides formed by quinazolin-4(3H)-ylidenehydrazine and dicarboxylic acids, as well as their further modification are described in the present manuscript. It was shown that above-mentioned hydrazides may be obtained via acylation of initial quinazolin-4(3H)-ylidenehydrazine by corresponding acylhalides, cyclic anhydrides and imidazolides of dicarboxylic acids monoesters. Obtained hydrazides were converted into [1,2,4]triazolo[1,5-с]quinazolines that were used as initial compounds for chemical modification aimed to the introduction of amide fragment to the molecule. The IR, 1H NMR and chromato-mass spectral data of obtained compounds were studied and discussed. Obtained substances were studied for anti-inflammatory activity using carrageenan-induced paw inflammation model. Amides of ([1,2,4]triazolo[1,5-с]quinazoline-2-yl)alkyl carboxylic acids were detected as promising class of anti-inflammatory agents for further purposeful synthesis and profound study of anti-inflammatory activity.



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