Tanmay Chattopadhyay

University of Calcutta, Kolkata, Bengal, India

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Publications (29)69.1 Total impact

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    ABSTRACT: The role of co-ligands on the structural diversity, catalytic activities and on photoluminescence behavior of a tridentate Schiff-base ligand complexes of zinc(II) have been explored.
    Polyhedron 01/2015; 85:320–328. · 2.05 Impact Factor
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    ABSTRACT: Three new mononuclear nickel(II) complexes, namely, [NiL(1)(H2O)3]I2·H2O (1), [NiL(1)(H2O)3]Br2·H2O (2), and [NiL(1)(H2O)3]Cl2·2H2O (3) [HL(1) = 2-[(2-piperazin-1-ylethylimino)methyl]phenol], have been synthesized and structurally characterized. Structural characterization reveals that they possess similar structure: [NiL(1)(H2O)3](2+) complex cations, two halide counteranions, and lattice water molecules. One of the nitrogen atoms of the piperazine moiety is protonated to provide electrical neutrality to the system, a consequence observed in earlier studies (Inorg. Chem. 2010, 49, 3121; Polyhedron 2013, 52, 669). Catecholase-like activity has been investigated in methanol by a UV-vis spectrophotometric study using 3,5-di-tert-butylcatechol (3,5-DTBC) as the model substrate. Complexes 1 and 2 are highly active, but surprisingly 3 is totally inactive. The coordination chemistries of 1 and 2 remain unchanged in solution, whereas 3 behaves as a 1:1 electrolyte, as is evident from the conductivity study. Because of coordination of the chloride ligand to the metal in solution, it is proposed that 3,5-DTBC is not able to effectively approach an electrically neutral metal, and consequently complex 3 in solution does not show catecholase-like activity. Density functional theory (DFT) calculations corroborate well with the experimental observations and thus, in turn, support the proposed hypothesis of inactivity of 3. The cyclic voltametric study as well as DFT calculations suggests the possibility of a ligand-centered reduction at -1.1 V vs Ag/AgCl electrode. An electron paramagnetic resonance (EPR) experiment unambiguously hints at the generation of a radical from EPR-inactive 1 and 2 in the presence of 3,5-DTBC. Generation of H2O2 during catalysis has also been confirmed. DFT calculations support the ligand-centered radical generation, and thus a radical mechanism has been proposed for the catecholase-like activity exhibited by 1 and 2. Upon heating, 2 and 3 lose water molecules in two steps (first lattice waters, followed by coordinating water molecules), whereas 3 loses four water molecules in a single step, as revealed from thermogravimetric analysis. The totally dehydrated species are red, in all cases having square-planar geometry, and have amorphous nature, as is evident from a variable-temperature powder X-ray diffraction study.
    Inorganic Chemistry 11/2013; · 4.59 Impact Factor
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    ABSTRACT: Four specially designed Schiff bases 2-formyl-4-R-6-(3N-4-hydroxybenzoicacid)-iminomethyl-phenolato (where R = methyl/tert-butyl/chloro for L1, L2, L3 respectively) and 2-(3N-4-hydroxybenzoicacid)-iminomethyl-phenolato (L4) having ability to form hydrogen bonding and their zinc complexes (1–4) have been synthesized and characterized. These complexes gave various types of nano-sized materials via self-assembly in solid state. FE-SEM was employed to investigate their morphology. Using a variety of analytical techniques such as elemental analysis, infrared spectroscopy (FT-IR), ESI-MS and 1H NMR spectroscopy, a consistent picture of structures of these complexes are obtained. All the Schiff-bases and their zinc complexes exhibit photoluminescence property. Density functional theory calculation has been performed to rationalize the origin of the spectral bands of the ligands as well as the complexes.
    Journal of Molecular Structure 06/2013; 1042:104–111. · 1.40 Impact Factor
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    ABSTRACT: Four dinuclear and three mononuclear Zn(II) complexes of phenol-based compartmental ligands (HL(1)-HL(7)) have been synthesized with the aim to investigate the viability of a radical pathway in catecholase activity. The complexes have been characterized by routine physicochemical studies as well as X-ray single-crystal structure analysis: [Zn(2)(H(2)L(1))(OH)(H(2)O)(NO(3))](NO(3))(3) (1), [Zn(2)L(2)Cl(3)] (2), [Zn(2)L(3)Cl(3)] (3), [Zn(2)(L(4))(2)(CH(3)COO)(2)] (4), [Zn(HL(5))Cl(2)] (5), [Zn(HL(6))Cl(2)] (6), and [Zn(HL(7))Cl(2)] (7) [L(1)-L(3) and L(5)-L(7) = 2,6-bis(R-iminomethyl)-4-methylphenolato, where R= N-ethylpiperazine for L(1), R = 2-(N-ethyl)pyridine for L(2), R = N-ethylpyrrolidine for L(3), R = N-methylbenzene for L(5), R = 2-(N-methyl)thiophene for L(6), R = 2-(N-ethyl)thiophene for L(7), and L(4) = 2-formyl-4-methyl-6-N-methylbenzene-iminomethyl-phenolato]. Catecholase-like activity of the complexes has been investigated in methanol medium by UV-vis spectrophotometric study using 3,5-di-tert-butylcatechol as model substrate. All complexes are highly active in catalyzing the aerobic oxidation of 3,5-di-tert-butylcatechol (3,5-DTBC) to 3,5-di-tert-butylbenzoquinone (3,5-DTBQ). Conversion of 3,5-DTBC to 3,5-DTBQ catalyzed by mononuclear complexes (5-7) is observed to proceed via formation of two enzyme-substrate adducts, ES1 and ES2, detected spectroscopically, a finding reported for the first time in any Zn(II) complex catalyzed oxidation of catechol. On the other hand, no such enzyme-substrate adduct has been identified, and 3,5-DTBC to 3,5-DTBQ conversion is observed to be catalyzed by the dinuclear complexes (1-4) very smoothly. EPR experiment suggests generation of radicals in the presence of 3,5-DTBC, and that finding has been strengthened by cyclic voltammetric study. Thus, it may be proposed that the radical pathway is probably responsible for conversion of 3,5-DTBC to 3,5-DTBQ promoted by complexes of redox-innocent Zn(II) ion. The ligand-centered radical generation has further been verified by density functional theory calculation.
    Inorganic Chemistry 08/2012; 51(16):8750-9. · 4.59 Impact Factor
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    ABSTRACT: doi: 10.1080/00958972.2011.631534
    Journal of Coordination Chemistry 11/2011; 64(21):3817-3831. · 1.80 Impact Factor
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    ABSTRACT: Two pseudohalides thiocyanate and dicyanamide have been employed to synthesize complexes of MnII, CoII, NiII, CuII, and ZnII in the presence of a hemilabile ligand 2-benzoylpyridine (Phpyk). With thiocyanate all the aforesaid metal ions (except for CoII, of which suitable single crystals for X-ray analysis were not obtained) produce mononuclear complexes having general composition of [MII(NCS)2(Phpyk)2]. The structure determination reveals that Mn and Zn complexes (1, 4) are isomorphous and isostructural (crystallizing in space group C2/c), while Ni and Cu complexes (2, 3) crystallize in space groups P1̅ and P21/n, respectively. Interestingly, no complex has been obtained with a configuration having the N of one Phpyk trans to the O of the other chelating ligand and among the four complexes only in complex 3 the two thiocyanato ligands are in trans-configuration. On the other hand, complexes 5–8 are isomorphous and crystallize in orthorhombic chiral space group P212121. The bridging mode of dicyanamide anions helps to generate a three-dimensional covalently bonded polymeric network of 66 topology for all the polynuclear complexes. By using 8 as sole precursor, we have pyrolytically synthesized triangular shaped ZnO nanoparticles.
    Crystal Growth & Design 06/2011; 11(7):3198–3205. · 4.69 Impact Factor
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    ABSTRACT: A coordination polymer, Na2Cd2I6L2(H2O)6 [L = Urotropine] has been employed as sole precursor to synthesize CdO particles. Two different preparation methods viz (i) pyrolysis of the title compound at 700 °C for 2 h and (ii) forming cadmium hydroxide from the title compound followed by pyrolysis at 700 °C for 2 h have been used for the synthesis of nano sized CdO-I and CdO-II, respectively. From powder XRD data the lattice parameters (0.4701 and 0.4696 nm respectively for the two samples) and particle size (~ 77 and 30 nm for CdO-I and CdO-II) have been evaluated. Morphology of the two varieties of CdO is widely different as is evident from their SEM images. The estimated values of the band gap of 2.53 eV and 2.59 eV for CdO-I and CdO-II respectively are obtained from the optical spectral analysis.
    Materials Letters. 02/2011; 65(4):783–785.
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    ABSTRACT: Three new polymeric complexes of cadmium(II) with imidazole and its derivatives [imidazole (Im), benzimidazole (Bim) and 1-methylimidazole (Mim)] mediated by thiocyanate and dicyanamide (dca) anions have been synthesized and characterized by X-ray single crystal structure analysis. The structure analyses reveal that complexes [Cd(SCN)2(Bim)2]n (1) and [Cd(dca)2(Im)2]n (2) are 1D coordination polymers, whereas complex [Cd(dca)2(Mim)2]n (3) adopts a 2D network of (4, 4) topology and thereby suggests that the dimensionality of the coordination polymers are affected by the choice of the counter anions and by the organic ligands. All the species exhibit interesting luminescence property in methanol and in solid state originated from ligands-centered π–π* transitions. The π–π interactions occurring between organic rings (Im, Mim, and Bim) are observed to be important in controlling the fluorescence property of the species.
    Polyhedron 01/2011; 30(1):163-168. · 2.05 Impact Factor
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    ABSTRACT: Three Ni(II) complexes of cresol-based Schiff-base ligands, namely [Ni2(L1)(NCS)3(H2O)2], (1) [Ni2(L2)(CH3COO)(NCS)2(H2O)] (2) and [Ni2(L3)(NCS)3] (3), (where L1 = 2,6-bis(N-ethylpyrrolidineiminomethyl)-4-methylphenolato, L2 = 2,6-bis(N-ethylpiperidineiminomethyl)-4-methylphenolato and L3 = 2,6-bis{N-ethyl-N-(3-hydroxypropyl iminomethyl)}-4-methylphenolato), have been synthesized and structurally characterized by X-ray single-crystal diffraction in addition to routine physicochemical techniques. Density functional theory calculations have been performed to understand the nature of the electronic spectra of the complexes. Complexes 1–3 when reacted with 4-nitrophenyl phosphate in 50:50 acetonitrile–water medium promote the cleavage of the O–P bond to form p-nitrophenol and smoothly convert 3,5-di-tert-butylcatechol (3,5-DTBC) to 3,5-di-tert-butylquinone (3,5-DTBQ) either in MeOH or in MeCN medium. Phosphatase- and catecholase-like activities were monitored by UV–vis spectrophotometry and the Michaelis–Menten equation was applied to rationalize all the kinetic parameters. Upon treatment with urea, complexes 1 and 2 give rise to [Ni2(L1)(NCS)2(NCO)(H2O)2] (1′) and [Ni2(L2)(CH3COO)(NCO)(NCS)(H2O)] (2′) derivatives, respectively, whereas 3 remains unaltered under same reaction conditions.
    Transition Metal Chemistry 01/2011; 36(8):829. · 1.40 Impact Factor
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    ABSTRACT: A unique heterotrinuclear nitrate-bridged complex of hexanitrate praseodymium(III) and dicopper(II) compartmental species has been synthesized and characterized by X-ray single crystal structure analysis. The structure determination indicates that the dinuclear copper moiety undergoes a tilted deformation (with respect to the dicopper complex) upon connection to the lanthanide species via a rare nitrate bridge. The trinuclear species is highly fluorescent owing to the presence of praseodymium.
    Journal of Coordination Chemistry. 11/2010; 63(21):3714-3723.
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    ABSTRACT: A new dinuclear nickel(II) complex, [Ni(2)(LH(2))(H(2)O)(2)(OH)(NO(3))](NO(3))(3) (1), of an "end-off" compartmental ligand 2,6-bis(N-ethylpiperazine-iminomethyl)-4-methyl-phenolato, has been synthesized and structurally characterized. The X-ray single crystal structure analysis shows that the piperazine moieties assume the expected chair conformation and are protonated. The complex 1 exhibits versatile catalytic activities of biological significance, viz. catecholase, phosphatase, and DNA cleavage activities, etc. The catecholase activity of the complex observed is very dependent on the nature of the solvent. In acetonitrile medium, the complex is inactive to exhibit catecholase activity. On the other hand, in methanol, it catalyzes not only the oxidation of 3,5-di-tert-butylcatechol (3,5-DTBC) but also tetrachlorocatechol (TCC), a catechol which is very difficult to oxidize, under aerobic conditions. UV-vis spectroscopic investigation shows that TCC oxidation proceeds through the formation of an intermediate. The intermediate has been characterized by an electron spray ionizaton-mass spectrometry study, which suggests a bidentate rather than a monodentate mode of TCC coordination in that intermediate, and this proposition have been verified by density functional theory calculation. The complex also exhibits phosphatase (with substrate p-nitrophenylphosphate) and DNA cleavage activities. The DNA cleavage activity exhibited by complex 1 most probably proceeds through a hydroxyl radical pathway. The bioactivity study suggests the possible applications of complex 1 as a site specific recognition of DNA and/or as an anticancer agent.
    Inorganic Chemistry 03/2010; 49(7):3121-9. · 4.59 Impact Factor
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    ABSTRACT: Four new coordination polymers of cadmium(II) with hexamethylenetetramine (htm) have been synthesized and characterized by routine physicochemical techniques as well as by X-ray single crystal structure analysis. They are [CdBr(htm)(SCN)(H2O)2�CH3OH]n (1), [CdI(htm)(SCN)(H2O)2�0.5(CH3OH)]n (2), [Cd2(htm)3(SCN)4(H2O)]n�nH2O (3) and [Cd3Br6(htm)2(H2O)5�(htm)(H2O)6]n (4). Complexes 1, 2 and 3 exhibit 1D polymeric structure and complex 4 shows a 2D undulated layered arrangement, containing Cd6(htm)6 hexagonal units as building block, which extended to a 3D supramolecular architecture through hydrogen bonding. Thorough thermal investigation suggest that as far as the thermal stability of Cd(II)-htm bond is concerned it attains the maximum in complex 1 and minimum in complex 4. In case of complex 3 the thermal study inferred that CdS end product was obtained at �730 �C, whereas in case of other complexes the thermally stable end product remained unidentified. Solid state fluorescence study shows that all the complexes are luminescent at room temperature except complex 3.
    Polyhedron 01/2010; 29:951. · 2.05 Impact Factor
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    ABSTRACT: Four new coordination polymers of cadmium(II) with hexamethylenetetramine (htm) have been synthesized and characterized by routine physicochemical techniques as well as by X-ray single crystal structure analysis. They are [CdBr(htm)(SCN)(H2O)2·CH3OH]n (1), [CdI(htm)(SCN)(H2O)2·0.5(CH3OH)]n (2), [Cd2(htm)3(SCN)4(H2O)]n·nH2O (3) and [Cd3Br6(htm)2(H2O)5·(htm)(H2O)6]n (4). Complexes 1, 2 and 3 exhibit 1D polymeric structure and complex 4 shows a 2D undulated layered arrangement, containing Cd6(htm)6 hexagonal units as building block, which extended to a 3D supramolecular architecture through hydrogen bonding. Thorough thermal investigation suggest that as far as the thermal stability of Cd(II)-htm bond is concerned it attains the maximum in complex 1 and minimum in complex 4. In case of complex 3 the thermal study inferred that CdS end product was obtained at ∼730°C, whereas in case of other complexes the thermally stable end product remained unidentified. Solid state fluorescence study shows that all the complexes are luminescent at room temperature except complex 3.
    Polyhedron 01/2010; 29(3):951-958. · 2.05 Impact Factor
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    ABSTRACT: Four side-off compartmental ligands L1-L4 [L1 = N,N'-ethylenebis(3-formyl-5-methyl-salicylaldimine), L2 = N,N'-1-methylethylenebis(3-formyl-5-methylsalicylaldimine), L3 = N,N'-1,1-dimethylethylenebis(3-formyl-5-methylsalicylaldimine) and L4= N,N'-cyclohexenebis(3-formyl-5-methylsalicylaldimine)] having two binding sites, N2O2 and O4, have been chosen to synthesize mononuclear and dinuclear manganese(III) complexes with the aim to study their catecholase activity using 3,5-di-tert-butylcatechol (3,5-DTBC) as substrate in the presence of molecular oxygen. In all cases only mononuclear manganese complexes (1-4) were obtained, with manganese coordination taking place at the N2O2 binding site only, irrespective of the amount of manganese salt used. All these complexes have been characterized by routine physico-chemical techniques. Complex MnL2Cl.4H2O (2) has further been structurally characterized by X-ray single crystal structure analysis. Four dinuclear manganese complexes, 5-8, were obtained after condensing the two pending formyl groups on each ligand (L1-L4) with aniline followed by reaction with MnCl2 to put the second Mn atom onto another N2O2 site. The catalytic activity of all complexes 1-8 has been investigated following the oxidation of 3,5-di-tert-butylcatechol (3,5-DTBC) to 3,5-di-tert-butylbenzoquinone (3,5-DTBQ) with molecular oxygen in two different solvents, methanol and acetonitrile. The study reveals that the catalytic activity is influenced by the solvent and to a significant extent by the backbone of the diamine and the behavior seems to be related mainly to steric rather than electronic factors. Experimental data suggest that a correlation, the lower the E(1/2) value the higher the catalytic activity, can be drawn between E(1/2) and Vmax of the complexes in a particular solvent. The EPR measurements suggest that the catalytic property of the complexes is related to the metal center(s) participation rather than to a radical mechanism.
    Dalton Transactions 10/2009; · 4.10 Impact Factor
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    ABSTRACT: Three novel dinuclear Zn(II) complexes of phenol-based compartmental macrocyclic ligands have been synthesized and characterized by routine physicochemical techniques as well as by X-ray single-crystal structure analysis. The dinuclear macrocyclic complexes 1, 2, and 3 were obtained through a 1:2 condensation reaction of 2,6-diformyl-4-methylphenol and N-(hydroxyalkyl) ethylenediamine (L(1), L(2), and L(3), respectively) in the presence of zinc(II) acetate, followed by the addition of thiocyanate anion [L(1) = N-(2-hydroxyethyl)ethylenediamine, L(2) = N-(3-hydroxypropyl)ethylenediamine, and L(3) = N-(2-hydroxypropyl)ethylenediamine]. The synthesized 18-membered macrocycles are noted to be structurally unique, and their formation proceeds with the generation of two oxazolidine side rings in complexes 1 and 3 and two oxazine side rings in 2, along with the creation of four new chiral centers in each case. Complexes 1 and 2 are characterized by a butterfly-like arrangement with the SCN ligands situated on the same side with respect to the Zn(2)O(2) moiety, whereas the centrosymmetric complex 3 exhibits a stepped arrangement with parallel methyl-phenoxy fragments (spaced at ca. 1.5 A) and trans located SCN ligands with respect to the Zn(2)O(2) core. The formation of these unusual macrocycles is considered to be zinc-mediated. Preliminary studies with the complexes show that all of them exhibit an inhibitory effect, on the cell proliferation of human stomach cancer cell line AGS, though with different degrees, where complex 3 shows the highest efficiency.
    Inorganic Chemistry 09/2009; 48(18):8695-702. · 4.59 Impact Factor
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    ABSTRACT: Five dinuclear copper(II) complexes, [Cu2L1(N3)2·2H2O] (1), [Cu2L2(N3)2·2H2O] (2), [Cu2L3(N3)2·2H2O] (3), [Cu2L4(N3)2·2H2O] (4) and [Cu2L5(N3)2·2H2O] (5) of Robson type macrocyclic Schiff-base ligands derived from [2 + 2] condensation of 4-methyl-2,6-diformylphenol with 1,3-diaminopropane (H2L1), 1,2-diaminoethane (H2L2), 1,2-diaminopropane (H2L3), 1,2-diamino-2-methylpropane (H2L4) and 1,2-diaminocyclohexane (H2L5), respectively have been synthesized and characterized. Catecholase activity of those complexes using 3,5-di-tert-butylcatechol as substrate has been investigated in two solvents, methanol and acetonitrile. The role of the solvent and of the steric properties of the macrocyclic ligand of these complexes on their catecholase activity has been examined thoroughly. Acetonitrile is observed to be a better solvent than methanol as far as their catalytic activity is concerned. However, methanol reveals to be a better choice to identify the enzyme–substrate adduct. The investigation also prompted that chelate ring size does affect on the catalytic efficiency: 6-membered ring (as in H2L1) exhibits better activity than its 5-membered counterpart (as in H2L2). The activity of the 5-membered counter parts also depend upon the steric factor. Moreover, the catalytic activity of the complexes is enhanced to a significant extent by increasing the bulkiness of the substituents on the backbone of macrocyclic H2L2 ligands.
    Journal of Molecular Catalysis A Chemical 09/2009; 310:34-41. · 3.19 Impact Factor
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    ABSTRACT: [NiL2(NCS)2] (1) [L=2-(aminomethyl)pyridine], [NiL2′(NCS)2] (2) [(L′)=2-(2-aminoethyl)pyridine and [NiL2″(NCS)2] (3) [L″=2-(2-methylaminoethyl)pyridine] have been synthesized from solution. All the complexes possess trans geometry as is evident from solid state UV–Vis spectral study and X-ray single crystal structure analysis of complex 2 unambiguously proves trans geometry of the species.
    Inorganica Chimica Acta 04/2009; 362(6):2052-2055. · 1.69 Impact Factor
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    ABSTRACT: Six Schiff-bases HL1-HL4, L5 and L6 [HL1 = 2,6-bis[1-(2-aminoethyl)pyrolidine-iminomethyl]-4-methyl-phenol, HL2 = 2,6-bis[1-(2-aminoethyl)piperidine-iminomethyl]-4-methyl-phenol, HL3 = N-{1-(2-aminoethyl)pyrolidine}salicylideneimine, HL4 = N-{1-(2-aminoethyl)piperidine}salicylideneimine, L5 = 2-benzoyl pyridine-N-{1-(2-aminoethyl)pyrolidine}, L6 = 2-benzoylpyridine-N-{1-(2-aminoethyl)piperidine}] have been synthesized and characterized. Zn(II) complexes of those ligands have been prepared by conventional sequential route as well as by template synthesis. The same complexes are obtained from the two routes as evident from routine physicochemical characterizations. All the Schiff-bases exhibit photoluminescence originating from intraligand (π–π*) transitions. Metal mediated fluorescence enhancement is observed on complexation of HL1-HL4 with Zn(II), whereas metal mediated fluorescence quenching occurs in Zn(II) complexes of L5 and L6.
    Journal of Coordination Chemistry 03/2009; 62(6):967-979. · 1.80 Impact Factor
  • Tanmay Chattopadhyay, Debasis Das
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    ABSTRACT: Two new Fe(III)(salen) complexes, FeL1ClO4·2H2O (1) and FeL2ClO4 (2) [L1 = N,N′-ethylenebis(3-formyl-5-methylsalicylaldimine) and L2 = N,N′-cyclohexenebis(3-formyl-5-methylsalicylaldimine)], have been synthesized and characterized. The catalytic activity of the complexes for epoxidation of alkenes has been investigated in the presence of two terminal oxidants PhIO and NaOCl, with two solvents CH3CN and CH2Cl2. As alkenes styrene and (E)-stilbene have been chosen for investigation; styrene is a better substrate than electron-rich (E)-stilbene. The study also suggests that unlike their Mn(III) counterparts, 1 and 2 are poor epoxidation catalysts; catalysis proceeds with formation of one intermediate, rather than forming more than one intermediate depending on the terminal oxidant used. Use of exogenous neutral donor ligands such as Py, PyNO and 1-MePy is effective to improve catalytic behavior.
    Journal of Coordination Chemistry 03/2009; 62(5):845-853. · 1.80 Impact Factor
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    ABSTRACT: A new coordination chemistry of sodium has been developed by complexing it with a non-chelating neutral nitrogen donor ligand hexamethylenetetramine (urotropine) in presence of cadmium(II) iodide and the new coordination compound has been characterized by X-ray single crystal structural analysis.
    Inorganic Chemistry Communications - INORG CHEM COMMUN. 01/2009; 12(1):26-28.