Synthesis, characterization and antimicrobial studies of Co-ordination polymers

Article abstract of DOI:10.4067/S0717-97072012000400028

A novel heteronuclear bis-ligand namely 5-[4-(2-carboxyphenyl carbonyl amino)-phenyl-4-carbonyl methyl amino)-8-hydroxyquinoline was synthesized and characterized. This Bis-ligand was designated as CPHQ. Co-ordination polymers of this CPHQ bis-ligand were prepared with Cu⁺², Co⁺², Ni⁺², Mn⁺² and Zn⁺² metal ions. All of these Co-ordination polymers and the CPHQ ligand were characterized by elemental analysis, IR, NMR spectral studies, thermogravimetry, electronic reflectance spectral studies and magnetic susceptibility measurement. The synthesized novel Bis-ligand and their Co-ordination polymers were screened for their antimicrobial activity.

Full text of DOI:10.4067/S0717-97072012000400028

J. Chil. Chem. Soc., 57, Nº 4 (2012)
SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL STUDIES OF CO-ORDINATION POLYMERS
AMISH I. SHAHa, HEMANG M. SHUKLAa, PURVESH J. SHAHb AND DILIPSINH S. RAJa*
a Chemistry Department, M.B. Patel Science College, Anand -388001 (India).
b Department of Chemistry, Shri A.N.Patel P.G.Institute, Anand-388 001(India).
(Received: May 14, 2012 - Accepted: August 17, 2012)
ABSTRACT
A novel heteronuclear bis-ligand namely 5-[4-(2-carboxyphenyl carbonyl amino)-phenyl-4-carbonyl methyl amino)-8-hydroxyquinoline was synthesized and
characterized. This Bis-ligand was designated as CPHQ. Co-ordination polymers of this CPHQ bis-ligand were prepared with Cu+2, Co+2, Ni+2, Mn+2 and Zn+2 metal
ions. All of these Co-ordination polymers and the CPHQ ligand were characterized by elemental analysis, IR, NMR spectral studies, thermogravimetry, electronic
reflectance spectral studies and magnetic susceptibility measurement. The synthesized novel Bis-ligand and their Co-ordination polymers were screened for their
antimicrobial activity.
Key Words: Heteronuclear Bis-ligand; Co-ordination polymer; spectral studies; magnetic moment; antibacterial and antifungal activities.
The yield of CPHQ was 82 % (20.17 g); M.p.139-142 ° C (uncorrected).
2. Synthesis of 5-[4-(2-carboxyphenyl carbonyl amino)-phenyl-4-
carbonyl methyl amino)-8-hydroxyquinoline (CPHQ): A solution of
5-(4-phenyl carbonyl methyl amino)-8-hydroxy quinoline (PHQ) (36.9 g, 0.1
mole) in acetone was cooled to 10 ° C and then a solution of phthalic anhydride
(29.6 g, 0.2 mole) was added with constant stirring. The resulting product
filtered and air-dried. The yield of CPHQ was 67 % (24.72 g); M.p. 194-196
° C (uncorrected). Anal. Found for C25H19N3O5 (441): C, 67.9; H, 4.2; N, 9.4.
Calcd. C, 68.02; H, 4.30; N, 9.52. (Scheme-1)
INTRODUCTION
The research on Co-ordination polymers by linking transition metal
ions with ligands has been constantly developed in past years. Because of
their excellent properties, such as semiconducting catalytic properties, waste
water treatment for metal recovery, in protective coating, as antifouling paints
and anti fungal properties1,2. Recently new coordination supramolecules and
polymers bis(oxine), bidentate ligand based on transition metal compounds
and multidentate organic ligand has attracted much interest. In this context
bis(oxine) ligand with two oxine units link by a bridge of 5,5’- methylene (-CH -
), 5,5’-sulfonyl (-SO2-), 5,5’-dimethylene sulfide (-CH2-S-CH2-) and -CH22-
O-CH2- are reported in literature3-9. Most of bichelating ligands are derived
from well known chelating agents like 8-hydroxy quinoline and salicylic acid
etc3,6. 8-Hydroxyquinoline (8-HQ) moiety has received constant consideration
due to their efficient ionophores, therapeutic and fluorescences properties10-14
.
8-Hydroxyquinoline containing polymers are used in areas such as waste
water treatment to recover metals, protective coatings, water disinfectants,
ion-exchange resin, antifouling paints, antimicrobial, surgical materials, gels
and ointment for medical uses15-21. 8-Hydroxyquinoline containing polymers
and copolymers reveal complexing ability and biological activity22-25. The
study of 8-quinolinol containing polyester has also been reported 26. The area
in which the Co-ordination polymers having bis-azo dye containing ligands
has not been developed so far. Such ligand may afford the Co-ordination
polymer with different properties. Hence, it was thought interesting to explore
the field of Co-ordination polymers based on hetronuclearting Bis-ligand
having 8-hydroxyquinoline and amic acid. Though the amic acid is generally
derived by condensation of amines with anhydrides having carboxylic and
amide group. The metal complexation study of various amic acids has been
reported recently27-30, so the proposed present work is in connecting with the
Co-ordination polymers based on hetronuclearting Bis-ligand. The synthetic
route for the preparation of bis-ligand and its Co-ordination polymers are
shown in scheme 1.
EXPERIMENTAL
Materials
All the chemicals used were of analytical grade. The compound 5-amino-8-
hydroxyquinoline hydrochloride (AHQ) was prepared by reported methods.31,32
4-chloro acetamido phenacyl chloride (APC) was prepared by known method.33
Synthesis of 5-[4-(2-carboxyphenyl carbonyl amino)-phenyl-
4-carbonyl
methyl
amino)-8-hydroxyquinoline
(CPHQ):
The
5-[4-(2-carboxyphenyl carbonyl amino)-phenyl-4-carbonyl methyl amino)-8-
hydroxy quinoline CPHQ was prepared in two steps.
1.Synthesisof5-(4-phenylcarbonylmethylamino)-8-hydroxyquinoline
(PHQ): A solution of 4-chloro acetamido phenacyl chloride (APC) (24.6 g, 0.1
mole) in acetone was treated with 5-amino-8-hydroxyquinoline hydrochloride
(AHQ) (23.1 g, 0.1 mole) in acetone at room temperature for 2.5 hours. The
resultant product was filtered and hydrolyzed by 50:50 HCl and EtOH mixture.
Scheme 1
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J. Chil. Chem. Soc., 57, Nº 4 (2012)
PREPARATION OF CO-ORDINATION POLYMERS
All Co-ordination polymers were synthesized by using metal acetates in a
general method described as follows:
Magnetic susceptibility measurements of all the polymeric chelates were carried
out at room temperature by the Gouy method. Mercury tetrathiocynatocobaltate
(II) was used as a calibrantion agent. Molar Susceptibilities were corrected
for diamagnetism of component atoms using Pascal’s constant. The diffuse
reflectance spectra of the solid polymeric chelates were recorded on a Beckman
DK-2A spectrophotometer with a solid reflectance attachment. MgO was
employed as the reference compound. The number average molecular weight
A warm and clear solution of CPHQ (4.41 g, 0.01 mole) in 20 % aqueous
formic acid (200 mL) was added to a solution of copper acetate (1.99 g, 0.01
mole) in 50 % aqueous formic acid (50 mL) with constant stirring. After
complete addition of metal salt solution, the pH of reaction mixture was adjusted
to about 5 with dilute ammonia solution. Polymeric chelates were separated
out in the form of suspension and then digested on a water bath for one hour
and eventually filtered, washed with hot water followed by acetone and N,N-
dimethyl formamide (DMF) and then dried in air at room temperature. The
yields of all Co-ordination polymers were almost quantitative. The obtained
solid metal complexes and their colors are shown in Table 1. The complexes
are stable solids, decomposing above 258 ° C without melting and insoluble in
diethyl ether, acetone, ethanol, methanol and chloroform; however, they are
soluble in dimethyl sulfoxide (DMSO) and DMF.
(
) of all the Co-ordination polymers were determined by method reported
Mn
in earlier communications.34 Thermogravimetric analysis of Co-ordination
polymers were carried on DuPont 950 TGA analyzer in air at a heating rate
of 20 ° C/min.
Screening of antibacterial and antifungal activities
Antibacterial activities
In vitro antibacterial screening of CPHQ and its Co-ordination
polymers were studied against gram-positive bacteria (Bacillus subtilis and
staphylococcus aureus) and gram-negative bacteria (Escherichia coli and
Salmonella typhi) by cup-plate method35 using nutrient agar as medium. In a
typical procedure, molten nutrient agar kept at 45 ° C was then poured into
Petri dishes and allowed to solidify. Then holes of 5 millimeter diameter were
punched carefully using a sterile cork borer and these were completely filed
with test solutions (1 mg/mL in DMF). The diameter of the zone of inhibition
for all the compounds was measured and the results were compared with
the standard drug streptomycin of the same concentration as that of the test
compound under identical conditions.36
MEASUREMENTS
Elemental analysis of CPHQ and its Co-ordination polymers were carried
out on a C, H, N elemental analyzer (Italy). IR spectra of the Bis-ligand and the
polymeric chelates were scanned on a Nicolet-760D FTIR spectrophotometer
1
in KBr. H and 13C NMR spectra were carried out at room temperature in
DMSO-d6 and tetramethylsilane (TMS) as an internal reference using Brucker
spectrophotometers (400 MHz and 100 MHz).
The metal content analyses of the polymeric chelates were performed by
decomposing a weighed amount of each polymeric chelates followed by EDTA
(disodium ethylene diamine tetra acetate) titration as reported in the literature.8
TABLE 1. Analytical and spectral data of the CPHQ and its Co-ordination polymers.
Ligand/Co-
ordination polymers
(Empirical
Analyses
Found (Calcd.) %
Yield
(%)
Molecular
Weight
meff.
(
)+
Mn
Color
Dp c
(B.M.)a
60b
Formula)
M
C
H
N
CPHQ
C25H19N3O5
Light
yellow
-
67.9
(68.02)
4.2
(4.30)
9.4
(9.52)
67
78
441
-
-
-
[Cu(CPHQ)(H2O) ]n
Cu.C25H17N3O5.2H22O
Light
Green
11.6
(11.79)
55.5
(55.70)
3.6
(3.89)
7.6
(7.79)
538.54
1.92
3280
6
[Co(CPHQ)(H2O) ]n
Co.C25H17N3O5.2H22O
10.8
(11.03)
56.0
(56.18)
3.7
(3.93)
7.7
(7.86)
74
80
76
Brown
Green
533.94
533.71
529.94
4.85
3.20
5.44
2716
3248
2698
5
6
5
[Ni(CPHQ)(H2O) ]n
Ni.C25H17N3O5.2H22O
10.8
(10.99)
56.1
(56.21)
3.7
(3.93)
7.7
(7.86)
[Mn(CPHQ)(H2O) ]n
Mn.C25H17N3O5.2H22O
Light
Green
10.2
(10.36)
56.4
(56.61)
3.8
(3.96)
7.8
(7.92)
[Zn(CPHQ)(H2O) ]n
Zn.C25H17N3O5.2H22O
11.9
(12.01)
55.4
(55.51)
3.7
(3.88)
7.6
(7.77)
82
Yellow
540.38
Diamagneticd
2754
5
a Magnetic susceptibility; b Number average molecular weight ; c Average degree polymerization ; d Diamagnetic behaviour.
Antifungal activities
RESULTS AND DISCUSSION
The antifungicidal activity of all the compounds was evaluated against
penicillium expansum, Nigrospora Sp., Trichothesium Sp., and Rhizopus
nigricum by cup-plate method cultured on potato-dextrose agar medium
adapting similar procedure describe above. The plates were incubated at 37 ° C
for 48 hours. The diameter of the zone of inhibition for all the compounds was
measured and the results were compared with standard drug Chlotrimazole in
the same experimental conditions.37
The synthesis of the Bis-ligand, 5-[4-(2-carboxyphenyl carbonyl amino)
phenyl carbonyl methyl amino)-8-hydroxyquinoline (CPHQ) has not been
reported in the literature. All the metal complexes were sparingly soluble
in common organic solvents but soluble in DMF, DMSO and Acetonitrile.
The results of elemental analyses of Bis-ligand CPHQ and its Co-ordination
polymers are agreed with those predicted on the molecular formula (Table 1).
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J. Chil. Chem. Soc., 57, Nº 4 (2012)
The analytical data indicates that the metal complexes are agreed well with
1:1 metal to ligand (M/L) stoichiometry. The structure of CPHQ and its Co-
ordination polymers was confirmed by the elemental analysis, FTIR, 1H-NMR
and 13C-NMR, reflectance spectra, magnetic susceptibility measurements and
TGA analysis. Elemental (CHN) analysis, physical properties and IR data
provided good evidence that the chelates are polymeric in nature.38,39 Possible
structure of the Co-ordination polymers is shown in scheme 1.
quinoline (PHQ) and phthalic anhydride. The new bands observed in the region
470-440 cm-1 and 430 cm-1 are probably due to the formation of M-O and M-N
46
bonds respectively. Thus, it is possible that the oxygen and nitrogen atoms
of 8-hydroxyquinoline groups are coordinated to the metal.47,48 From the above
data the following structure has been proposed for the Co-ordination polymers
shown in scheme 1.
1H NMR and 13C NMR spectra of the Bis-ligand (CPHQ)
Magnetic susceptibility
1H NMR spectrum shows signal at δ 4.8 ppm (s, 2H) which is due to -CH
protons. Also single at δ 4.6, 9.4 ppm (s, 2H) due to –NH proton and single a2t
δ 5.7 ppm (s, 1H) due to –OH proton. The signal at δ 8.9-6.9 ppm (m, 13H) is
assign to aromatic protons of quinolone and phenyl moieties. A sharp peak at
δ 11.3 ppm (s, 1H) is assign to –COOH group. These all features confirm the
proposed structure of CPHQ Bis-ligand.
The magnetic susceptibility measurements of the metal complexes
were performed at room temperature (Table 1). The magnetic susceptibility
value for Cu+2 complexes of the ligand CPHQ is 1.92 B.M., it is less than
the normal value40 (1.84-2.20 B.M.). The lowered magnetic moment value
observed for Cu+2 complex under the present study is due to distorted
octahedral geometry.41,42 On the other hand magnetic moment values of Co+2
and Ni+2 complexes indicate an octahedral geometry for these complexes. 43
Mn+2 complex exhibited magnetic moment at 5.44 B.M.44 It indicates that the
complex is high-spin type paramagnetic, it lies within the octahedral range. The
obtained result is very close to spin value 5.90 B.M. as the ground term is 6A1g
and thus supports the octahedral geometry.45
In the 13C NMR spectrum of CPHQ is observe a signal at 60.2 ppm it
is assign to methylene carbons. Signals at 164.6-185.8 ppm are assign to
C=O carbons. The signals observe between 112.5-150.6 ppm are assigned to
aromatic carbons of the ligand.
Electronic spectra
The diffusion electronic spectrum of Cu+2, Co+2, Ni+2, Mn+2 and Zn+2
complexes were recorded in DMF. The diffusion electronic spectrum of
CPHQ-Cu2+ Co-ordination polymers shows two broad bands at 15,380 cm-1 and
22,730 cm-1. The first bands may be due to 2T2g à2Eg transition, while the second
may be due to charge transfer. The first band assigns distorted octahedral
structure for the CPHQ-Co2+ complex. The higher value of µeff of the CPHQ-
Cu2+ polymer support distorted octahedral structure.49,50 The CPHQ-Ni2+ and
CPHQ-Co2+ polymers give two absorption bands at 17,250 and 24,000 cm-1 and
at 17,240 and 23730 cm-1 respectively. These bands can be assigned to 4T1gà2T2g
and 4T1gà4T1g(P) transitions respectively. The absorption bands and the values of
µeff indicate an octahedral configuration for the CPHQ-Ni2+ and CPHQ-Co2+
polymers.51,52 The spectrum of CPHQ-Mn2+ showed weak bands at 16,474,
Infrared spectra
The IR spectrum of CPHQ shows a broad band at 3340 cm-1 attributed to
the -OH stretching vibrations. The weak bands around 2862 and 2945 cm-1 may
be due to asymmetric and symmetric stretching vibrations of methylene groups.
The bands at 3400 cm-1 and 1710 cm-1 are due to NH (Sec) and CO group
respectively. The bands around 1634, 1575, 1500 and 1440 cm-1 are attributed
to the 8-hydroxyquinoline nucleus.18 The band at 1690 cm-1 is recognized
COOH group. The bands around 1650, 1610 and 1520 cm-1 are attributed to
amide group. Comparison of the IR spectrum of the Bis-ligand CPHQ and those
of the Co-ordination polymers reveals certain characteristic differences. The
broad band at 3340 cm-1 for CPHQ has almost disappeared for the spectra of
polymers. However, the weak band around 3200 cm-1 in the spectra of CPHQ-
Co2+, CPHQ-Ni2+,CPHQ-Mn2+ indicate the presence of water molecules which
may have been strongly absorbed by the Co-ordination polymers. The C-O
stretching in the ligand may be suggested due to the absorptions at 1366 and
1252 cm-1. In the complexes, these bands are shifted to 1347 and 1245 cm-1
respectively. These results indicate the formation of C-O-M bond. The peak
at 1234 cm-1 in the ligand is assigned to OH-bending of the phenolic moiety.
This band is absent in the Co-ordination polymers. In addition to these bands,
the spectrum of CPHQ has many characteristic absorption bands, which are
identical to those that occur in 5-(4-phenyl carbonyl methyl amino)-8-hydroxy
17,690 and 23,164 cm-1 assigned to the transitions 6A1g→4T1g(4G), 6
→
4T2g(4G) and 6A1g→4A1g,4Eg respectively, suggesting an octahedral structurAe1gfor
the Mn2+ complex.52 The spectrum of the Zn2+ complex is not well resolved, so
it is not interpreted, but its μeff value shows that it is diamagnetic as expected.
Thermogravimetric Analyses
The thermal behavior of Co-ordination polymers and parent bis-ligand was
investigated by TGA analysis. The TGA data of all the samples are presented
in Table 2. The weight loss of the polymer samples at different temperature
indicates that the degradation of the polymers is noticeable beyond 250 ° C.
Table 2. Thermogravimetric analysis of Bis-ligand (CPHQ) and their Co-ordination polymers.
% Weight loss at different temperature (° C)
Activation energy
(Kcal/mol)
Ligand/ Co-ordination polymers
100
200
300
400
500
600
700
CPHQ
1.4
1.3
5.7
4.6
3.8
4.1
6.8
8.1
6.9
8.6
6.3
7.5
40.4
11.6
12.8
13.7
12.1
17.6
56.9
26.4
26.3
24.5
22.6
33.9
60.4
30.5
38.0
39.2
31.4
41.8
63.1
33.5
43.2
42.3
34.6
49.1
66.0
37.2
49.9
49.4
36.2
52.3
9.7
6.6
8.6
8.7
8.4
9.5
[CuCPHQ (H2O)2]n=2
[CoCPHQ (H2O)2]n=2
[NiCPHQ (H2O)2]n=2
[MnCPHQ (H2O)2]n=2
[ZnCPHQ (H2O)2]n=2
A very slight decrease in weight loss depicted from the thermogram in the
temperature range 50-150 ° C for the parent ligand may be attributed to loosely
bonded moisture. However, the initial slow weight loss occurring below 150
° C in all of the Co-ordination polymers may be attributed to the removal of
water.
of the Co-ordination polymers such as energy of activation (Ea) and order of
reaction (n), were evaluated graphically by employing the Freeman–Carroll
method33 using the following relation:
[(-Ea/2.303R)∆(1/T)]∆log Wr = -n +∆log (dW/dt) ∆log Wr
Inspection of the thermograms of all coordinated polymer samples reveals
appreciable weight loss in the range 150 to 270 ° C which might be due to
metal-Co-ordinate water molecules (Scheme 1).34 It was reported that the water
molecules are coordinated to the metal ions.53 The rate of degradation becomes
maximum at temperature between 400 ° Cand 500 ° C. Above this temperature,
Co-ordination polymers are most stable and each Co-ordination polymers loses
about 55 % of its weight when it is heated at 700 ° C originating metal oxides.47
The thermodynamic activation parameter of the decomposition process
where T is the temperature in K, R is gas constant, Wr = Wc-W; Wc is the
weight loss at the completion of the reaction and W is the total mass loss up to
time t. Ea and n are the energy of activation and order of reaction respectively.
A typical curve of [∆log(dw/dt)/∆log Wr] vs [∆(1/T)/ ∆logWr] for the Co2+ Co-
ordination polymer is shown in Figure 1. The slope of the plot gave the value of
Ea/2.303R and the order of reaction was determined from the intercept.
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J. Chil. Chem. Soc., 57, Nº 4 (2012)
The kinetic parameter, especially activation energy (Ea) is helpful in
assigning the strength of the Co-ordination polymers. The calculated Ea values
of Co-ordination polymers indicate that volatile gas is produce in the range of
6.6-9.5 kcalmol–1. The relatively high value of Ea (Table 2) indicates that the
ligand is strongly bonded to the metal ion.54-55 Based on the activation energy
values, the thermal stability of the Co-ordination polymers in the decreasing
order is: Mn> Co> Ni > Zn> Cu.56
Antimicrobial Activity of the Bis-ligand and its Co-ordination
Polymers
All the novel synthesized compounds and standard drugs were prepared in
freshly distilled DMF. The zone of inhibition evaluated was negligible. These
data reveal that the Bis-ligand CPHQ and its Co-ordination polymers shows
weak to good antimicrobial activity (Table 3).
These data are compared with the standard drug streptomycin, the Bis-
ligand and its Cu2+ and Co2+ complexes showed weakly active against the both
organisms with zones of inhibition 9-11 mm and 12-14 mm respectively. On
the other hand, the Ni2+ and Mn2+ complexes can be classified of moderately
active compared to its ligand with zone of inhibition 15-17 mm while the Zn2+
complex exhibited good activity with zone of inhibition 18-20 mm.
Figure 1. Freeman-Carroll plot for thermal degradation of
[CoCPHQ(H2O)2]n complexe.
Table 3. Antibacterial activities of Bis-ligand (CPHQ) and their Co-ordination polymers.
Zone of Inhibition (mm)
Gram +Ve
Gram –Ve
Ligand/
Co-ordination polymers
Bacillus
subtilis
Staphylococcus
aureus
Salmonella
typhi
Escherichia coli
CPHQ
11
12
13
16
17
19
23
00
08
09
13
12
15
16
20
24
00
08
10
14
13
17
16
18
24
00
08
10
13
14
16
15
20
25
00
08
[CuCPHQ(H2O)2]n
[CoCPHQ(H2O)2]n
[NiCPHQ(H2O)2]n
[MnCPHQ(H2O)2]n
[ZnCPHQ(H2O)2]n
Streptomycin
DMF (Control)
Bore size
The antifungal activity results revealed that the ligand CPHQ and its Co-ordination polymers show weak to good activity (Table 4). Bis-ligand and its Cu2+and
Co2+complexes showed weak active with zone of inhibition 12-14 mm. The Ni2+ and Zn2+ complexes show moderate activity with zone of inhibition 15-17 mm,
while the Mn2+ complex exhibited good activity with zone of inhibition 18-20 mm.
Table 4. Antifungal activity of Bis-ligand (CPHQ) and their Co-ordination polymers.
Zone of Inhibition at 1000 ppm (%)
Ligand/
Co-ordination polymers
Rhizopus
Nigricum
Penicillium Expansum
Nigrospora Sp.
Trichothesium Sp.
CPHQ
08
14
12
16
19
15
24
08
13
12
15
18
17
26
09
13
14
17
20
16
24
10
12
13
16
19
15
25
[CuCPHQ(H2O)2]n
[CoCPHQ(H2O)2]n
[NiCPHQ(H2O)2]n
[MnCPHQ(H2O)2]n
[ZnCPHQ(H2O)2]n
Chlotrimazole
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J. Chil. Chem. Soc., 57, Nº 4 (2012)
37. H.W.Seely, P.J. Van Demark, Microbes in Action, Laboratory of
Microbilogy 3rd Ed., W.H. Freeman and Co., U.S.A., 1981 ; pp. 385.
38. R. Pohl, V. Montes, A. J. Shinar and Jr. P.Anzenbacher, J. Org. Chem. 69,
1723 (2004).
39. R. D. Patel, S.R. Patel and H.S. Patel, Eur. Polym. J. 23(3), 229, (1987).
40. A. Kriza, C. Spena and M. Pleniceance, J. Indian Chem. Soc. 77, 83,
(2000).
41. M. B. Halli and Z. S. Qureshi, Indian J. Chem. 43A, 2347, (2000).
42. F. A. Cotton, G. Wilkinson, Advanced Inorganic Chemistry, 2nd Ed.
Wiley Estern, New York, 1967.
43. M. M. Bekhet, K. M. Ibrahim, Synth. React. Inorg. Met-Org. Chem. 16,
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CONCLUSION
The novel 5-[4-(2-carboxyphenyl carbonyl amino)-phenyl-4-carbonyl
methyl amino)-8-hydroxyquinoline (CPHQ) and its octahedral metal (II)
complexes (1: 1 metal to ligand ratio) were synthesized and characterized.
Further, the Co-ordination polymers were thermally more stable than the
ligand. All the Co-ordination polymers showed good antibacterial and
antifungal activities compared to CPHQ ligand due to the insertion of the metal
ions. The information regarding geometry of the complexes was obtained from
their electronic and magnetic moment values. The magnetic moment values
indicate an octahedral geometry.
44. T. Singh, R. N. Singh, Synth. React. Inorg. Met-Org. Chem. 19(3), 251,
(1989).
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