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1.
The complexes Me2SnL2 ( I ), Me3SnL ( II ), Et2SnL2 ( III ), n‐Bu2SnL2 ( IV ), n‐Bu3SnL ( V ), n‐Oct2SnL2 ( VI ), Bz2SnL2 ( VII ), and Ph3SnL ( VIII ), where “L” is ( E )‐3‐(3‐fluorophenyl)‐2‐phenyl‐2‐propenoate, have been prepared and structurally characterized by means of elemental analysis, infrared, mass, and multinuclear (1H, 13C, 119Sn) NMR spectral techniques. The spectroscopic results showed that the geometry around the Sn atom in triorganotin(IV) derivatives is four‐coordinated in noncoordinating solvent and behaves as five‐coordinated linear polymers with bridging carboxylate groups or five‐coordinated monomers, both acquiring trans‐R3SnO2 geometry for Sn in the solid state. While all the diorganotin(IV) derivatives may acquire trigonal bipyramidal structures in solution due to collapse of the Sn←OCO interaction and octahedral geometries in the solid state, which have been confirmed by the X‐ray crystallographic data of the compound III . The crystal structure of Et2SnL2 ( III ) has been determined by X‐ray crystallography and is found skew‐trapezoidal bipyramidal, which substantiates that the ligand acts as an anisobidentate chelating agent, thus rendering the Sn atom six coordinated. The crystal is monoclinic with space group C21/n. All the investigated compounds have also been screened for biocidal and cytotoxicity data. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:420–432, 2006; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20243  相似文献   

2.
A series of tri‐ and di‐organotin(IV) derivatives of the types R3SnL, R2SnL2 and [(R2SnL)2O]2 have been synthesized by the reaction of tri‐ and di‐organotin(IV) chloride(s) with sodium cyclopropane carboxylate and sodium 3‐cyclohexylpropanoate. Based on spectroscopic evidence (IR and NMR), all the triorganotin carboxylates were found to be penta‐coordinated in the solid state (except the tricyclohexyltin derivative, which was found to be four‐coordinated) and four‐coordinated in the solution state. Attempted reaction of Me2SnCl2 with sodium cyclopropane carboxylate in 1:2 stoichiometry afforded a bis(dicarboxylato tetraorganodistannoxane) complex, {[Me2Sn(cyclo‐CH2)2CHCOO]2O}2. The X‐ray diffraction of this ‘dimethyltin(IV) complex’ shows that the compound possesses a tetranuclear aggregate with one bridging bidentate and other free organic ester type monodentate carboxylate groups in which each Sn atom has a five‐coordinated geometry. These complexes were also screened for their antifungal activities. Copyright © 2008 John Wiley & Sons, Ltd.  相似文献   

3.
A new series of diorganotin complexes of the type R2SnL (L1: N‐(2‐hydroxy‐5‐chlorophenyl)‐ 3‐ethoxysalicylideneimine, R = Me, (Me2SnL1), R = n‐Bu, (n‐Bu2SnL1), R = Ph, (Ph2SnL1), L2: N‐(2‐hydroxy‐4‐nitro‐5‐chlorophenyl)‐3‐ethoxysalicylideneimine, R = Ph, Ph2SnL2, L3: N‐(2‐hydroxy‐4‐nitrophenyl)‐3‐methoxysalicylideneimine, R = Me, (Me2SnL3), R = n‐Bu, (n‐Bu2SnL3), L4: N‐(2‐hydroxy‐4‐nitrophenyl)‐3‐ethoxysalicylideneimine, R = Me, (Me2SnL4), R = n‐Bu, (n‐Bu2SnL4)) were synthesized and characterized by elemental analysis, infrared (IR), 1H, and 13C NMR mass spectroscopic techniques, and electrochemical measurements. Ph2SnL1 and Ph2SnL2 were also characterized by X‐ray diffraction analysis and were found to show a fivefold C2NO2 coordination geometry nearly halfway between a trigonal bipyramidal and distorted square pyramidal arrangement. The C Sn C angles in the complexes were calculated using Lockhart's equations with the 1J(117/119Sn‐13C) and 2J(117/119Sn‐1H) values from the 1H NMR and 13C NMR spectra. Biocidal activity tests against several micro‐organisms and some fungi indicate that all the complexes are mildly active against Gram (+) bacteria and the fungi, A. niger and inactive against Gram (−) bacteria. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:373–385, 2010; View this article online at wileyonlinelibrary.com . DOI 10.1002/hc.20628  相似文献   

4.
New organotin(IV) carboxylates, [n-Bu2SnL2] (1), [Et2SnL2] (2), [Me2SnL2] (3), [n-Oct2SnL2] (4), [n-Bu3SnL] n (5), [Me3SnL] n (6), and [Ph3SnL] n (7), where L?=?3-(4-bromophenyl)-2-ethylacrylate, were synthesized and characterized by elemental analysis, FT-IR, and multinuclear NMR (1H, 13C, and 119Sn). Spectroscopic studies confirm coordination of L to the organotin moiety via COO group. Single-crystal X-ray analysis reveals bridging mode of coordination in 6. Packing diagram established a supramolecular cage-like structure for 6 due to Sn–O interactions (3.287?Å). Subsequent antimicrobial activities proved them to be active biologically.  相似文献   

5.
Thermogravimetric (TG) investigations of organotin(IV) carboxylates with the general formula RmSnL4−m (where R=CH3, C2H5, n‐C4H9, C6H5, cyclo‐C6H11, n‐C8H17, m=2, 3, and L=para‐nitrophenylethanoate anion) have been performed. Derivative thermogravimetry (DTG) and differential thermal analysis (DTA) techniques, Horowitz‐Metzger method and the fundamental thermodynamic relations are used to evaluate the thermokinetic parameters of each thermal degradation pattern. Results reveal that the thermal stability is functional to Sn C and Sn O bonds. In the case of R2SnL2, activation energy, reaction order and pre‐exponential factor associated with the bulk degradation processes increase as the alkane chain length increases. Hence, Oct2SnL2 is thermally more stable than Bu2SnL2, which in turn is more resistant to thermal dissociation than Et2SnL2. The same phenomenon is not observed for R3SnL compounds because their degradation is highly irregular. Furthermore, R2SnL2 has larger values of kinetic parameters than those of corresponding triorganotin(IV) para‐nitrophenylethanotes. Thermodynamic parameters of these compounds also reinforce the above facts.  相似文献   

6.
The diorganotin(IV) complexes of methyl 2‐{4‐hydroxy‐3‐[(2‐hydroxy‐phenylimino)‐methyl]‐phenylazo}‐benzoate (H2L) were obtained by the reaction of ortho‐aminophenol, R2SnO (R = Me, nBu, or Ph) and methyl 2‐[(E)‐(3‐formyl‐4‐hydroxy)diazenyl]benzoate (H2PL2) in ethanol, which led to diorganotin(IV) compounds of composition [Me2SnL]2 ( 1 ), nBu2SnL ( 2 ), and Ph2SnL ( 3 ) in good yield. The 1H, 13C, and 119Sn NMR, IR, the mass spectrometry along with elemental analyses allowed establishing the structure of ligand (H2L) and compounds 1–3 . In all the three cases, 119Sn chemical shifts are indicators of five‐coordinated Sn atoms in a solution state. The crystal structures of ligand H2L and complexes 1 and 2 were determined by a single crystal X‐ray diffraction study. In the solid state, the ligand H2L exists as a keto‐enamine tautomeric form. The molecular structure of complex 1 in the solid state shows a distorted octahedral geometry around a tin atom due to additional coordination with an oxygen atom from a neighboring molecule leading to a four‐membered ring with Sn‐O···Sn‐O intermolecular coordination, leading to a dimeric species. On the other hand, complex 2 is a monomer with trigonal bipyramidal geometry surrounding the tin atom. © 2012 Wiley Periodicals, Inc. Heteroatom Chem 23:457–465, 2012; View this article online at wileyonlinelibrary.com . DOI 10.1002/hc.21037  相似文献   

7.
The preparation and structures of 2, 2′‐dihydroxyazobenzenato‐dibutyl‐tin [Bu2SnL] and 2, 2′‐dihydroxyazobenzenato‐dimethyl‐tin [Me2SnL] are described. The complexes were characterized by IR, NMR (1H, 13C, 119Sn) and UV/VIS spectra. The crystal structures were determined by X‐ray diffraction on single crystals. [Bu2SnL]: monoclinic, space group P21/c, cell constants at 208 K: a = 860.73(5), b = 973, 51(18), c = 2340.0(3) pm, β = 93.615(11)°; R1 = 0.0546. [Me2SnL]: orthorhombic, space group Pbcn, cell constants at 208 K: a = 1914.6(4), b = 1041.3(3), c = 1323.27(14) pm; R1 = 0.0529.  相似文献   

8.
A series of organotin(IV) thiocarboxylates have been synthesized with the general formula R2SnL2 and R3SnL (R = Ph2(I), Me3(II), n‐Bu3(III), Ph3(IV), Cy3(V), Me2(VI), n‐Bu2(VII), and L = piperidine‐1‐thiocarboxylic acid) in anhydrous toluene under the reflux conditions. The complexes were characterized by microanalysis, IR, 1H and 13C NMR, mass spectrometry, and XRD. NMR data revealed that thiocarboxylic acid acts as bidentate, and complexes exhibit the four‐coordinated geometry in solution state. In solid state, diorganotin complexes exhibit the hexa‐coordinated geometry whereas the triorganotin(IV) compounds show the five‐coordinated geometry. These complexes were also tested for their antimicrobial activity along with the ligand against different animals, plant pathogens, and Artemia salina. All complexes with few exceptions show high activity as compared to the ligand. © 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:664–674, 2007; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20380  相似文献   

9.
Di‐ and triorganotin(IV) carboxylates, RnSn(OCOC(R2)=CHR1)4–n (n = 2 and 3; R = Me, Et, n‐Bu, Ph; R1 = 3‐CH3O‐4‐OHC6H3, R2 = C6H5) were prepared by reacting the corresponding organotin(IV) chloride with the silver salt of the (E)‐3‐(4‐hydroxy‐3‐methoxyphenyl)‐2‐phenylpropenoic acid. The title compounds were investigated and characterized by elemental analysis, infrared (FT‐IR), multinuclear (1H, 13C, 119Sn) NMR, and mass spectrometry, and possible structures were proposed. The complexes and ligand acid ( HL ) have been evaluated in vitro against various bacteria and fungi. The results noticed during the biocidal activity screenings proved their in vitro biological potential. They were also tested for cytotoxicity.  相似文献   

10.
Eight tri‐ and diorganotin(IV) carboxylates with general formulae R3SnL and R2SnL2 (where R = CH3, n‐C4H9, C6H5, C7H7, and L = 2′,4′‐difluoro‐4‐hydroxy‐[1,1′]‐biphenyl‐3‐carboxylic acid) were synthesized and characterized by UV–vis, IR, conductance, multinuclear (1H, 13C, and 119Sn) NMR spectroscopy, and mass spectrometry. The crystal structure of [(CH3)3Sn(C13H7O3F2)] indicates that the tin atom in the asymmetric unit exists in a trigonal bipyramidal geometry having a space group Pbca with an orthorhombic crystal system. These complexes were also screened for their antibacterial and antifungal activities. © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:638–649, 2002; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10057  相似文献   

11.
Javed  F.  Ali  S.  Shahzadi  S.  Tahir  M. N.  Tabassum  S.  Khalid  N. 《Russian Journal of General Chemistry》2016,86(12):2768-2776

Organotin(IV) O-butyl carbonodithioates [Me2SnL2], [Bu2SnL2], [Ph2SnL2], [Bu3SnL], and [Ph3SnL], where L = C4H9OCS 2 , have been successfully synthesized and characterized by FT-IR, 1H and 13C NMR, and single crystal X-ray analysis. The ligand coordinates to the tin atom via the carbonodithioate group. According to the X-ray diffraction data, the tin atom in [Me2SnL2] has distorted tetrahedral geometry. The synthesized compounds were screened in vitro for antibacterial, antifungal, antileishmanial, cytotoxic, and protein kinase inhibitory activities. The complexes [Bu3SnL] and [Ph3SnL] exhibited the highest anti-leishmanial activity that exceeded the activity of the reference drug amphotericin B, probably by blocking the function of parasitic mitochondria due to which it restricts further growth of the organisms. The ligand and the complexes have been shown to bind to DNA via intercalative interactions resulting in hypochromic effect with a minor red shift as confirmed by UV-Vis spectroscopic studies.

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12.
Four monomeric [n-Bu2SnL2 (1), Et2SnL2 (2), Me2SnL2 (3), and n-Oct2SnL2 (7)] and three polymeric {[n-Bu3SnL]n (4), [Me3SnL]n (5), and [Ph3SnL]n (6)} organotin(IV) carboxylates, where L?=?4-chlorophenylethanoate, were synthesized and characterized by elemental analysis, FT-IR, and multinuclear NMR (1H, 13C, and 119Sn). Compounds 2 and 5 were also analyzed by X-ray single-crystal analysis showing monomeric and zigzag structures, respectively. Two types of O…H (2.641?Å) and Cl…H (2.943?Å) non-covalent interactions generate a 2-D supramolecular structure for 2. Layer-by-layer supramolecular structure was observed for 5 in which polymeric chains are connected via non-covalent interactions {Cl…H (2.869?Å), H…π (2.899?Å)}, and unconventional dihydrogen {H…H (2.381?Å)} interactions.  相似文献   

13.
Some five- and six-coordinated di- and tri-n-butyl tin(IV) complexes of the type Bu2SnL, Bu2SnL2 and Bu3SnL (where L is the anion of a monofunctional bidentate or bifunctional tridentate Schiff base) have been synthesized and characterised on the basis of microanalyses, molecular weight determinations, IR, NMR (1H, 13C, 119Sn) and 119Sn Mössbauer spectroscopy. These complexes are highly active towards bacteria.  相似文献   

14.
Four organotin complexes with 2,2′‐bipyridine‐4,4′‐dicarboxylic acid, H2dcbp: (Ph3n)2(dcbp) 1 , [(PhCH2)3n]2(dcbp) ⋅ 2CH3OH 2 , [(Me3Sn)2(dcbp)]n 3 , [(Bu3Sn)2(dcbp)]n 4 have been synthesized. The complexes 1–4 were characterized by elemental, IR, 1H, 13C, 119n NMR, and X‐ray crystallographic analyses. Crystal structures show that complex 1 is a monomer with one ligand coordinated to two triorganotin moieties, and a 1D infinite polymeric chain generates via intermolecular C H⋅⋅⋅N hydrogen bond; complex 2 is also a monomer and forms a 2D network by intermolecular O–H⋅⋅⋅O weak interaction; both of complexes 3 and 4 form 2D network structures where 2,2′‐bipyridine‐4,4′‐dicarboxylate acts as a tetradentate ligand coordinated to trimethyltin and tri‐n‐butyltin ions, respectively. © 2009 Wiley Periodicals, Inc. Heteroatom Chem 20:19–28, 2009; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20506  相似文献   

15.
Abstract

Six organotin(IV) complexes of type Me2SnL2, Bu2SnL2, and Ph3SnL [where L = indole-3-butyric acid (1, 2 and 3) or indole-3-propionic acid (4, 5 and 6)] have been synthesized by the reactions of the corresponding diorganotin(IV) oxide and triphenyltin(IV) hydroxide with respective indole-3-butyric acid (IBH) or indole-3-propionic acid (IPH) in the desired molar ratios of 1:2/1:1. All of the compounds have been characterized by elemental analysis, IR, 1H NMR, 13C NMR, and 119Sn NMR spectroscopy. Thermal studies of all synthesized complexes have been carried out using thermogravimetry (TG) technique under a nitrogen atmosphere. The thermal decompositions for compounds Me2SnL2 and Bu2SnL2 occurred in two steps, whereas in compounds Ph3SnL, it exhibited as three steps decomposition and resulted into the formation of pure SnO2. The complexes were also screened against three gram-positive (Staphylococcus aureus, Staphylococcus epidermidis, and Micrococcus luteus) and three gram-negative (Escherichia coli, Pseudomonas aeruginosa, and Enterobacter aerogenes) bacteria using minimum inhibition concentration (MIC) method, and all of these complexes showed significant antibacterial activity.

[Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental files: Additional text, tables, and figures.]  相似文献   

16.
A series of six organotin(IV) carboxylates [Me2SnL2] (1), [n-Bu2SnL2] (2), [n-Oct2SnL2] (3), [Me3SnL] (4), n-Bu3SnL (5) and [Ph3SnL] (6), where L = 3-(4-cyanophenyl) acrylic acid have been synthesized and characterized by elemental analysis, FT-IR and NMR (1H, 13C). The complex (4) was also analyzed by single crystal X-ray analysis which showed distorted trigonal bipyramidal geometry with polymeric bridging behavior. The complexes 16 were screened for antimicrobial activities and cytotoxicity. The results showed significant activity with few exceptions. The catalytic activity of complexes was assessed in transesterification reaction of Brassica campestris oil (triglycerides) to produce biodiesel (fatty acid methyl esters). The results showed that triorganotin(IV) complexes exhibited good catalytic activity than their di-analogues.  相似文献   

17.
Triorganotin(IV) complexes of the 7-amino-2-(methylthio)[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylic acid (HL), Me3SnL(H2O), (1), [n-Bu3SnL]2(H2O), (2), Ph3SnL(MeOH), (3), were synthesized by reacting the amino acid with organotin(IV) hydroxides or oxides in refluxing methanol. The complexes have been characterized by elemental analysis, 1H, 13C and 119Sn NMR, IR, Raman and 119Sn Mössbauer spectroscopic techniques. Single crystal X-ray diffraction data were obtained for compounds (2) and (3). Ph3SnL(MeOH) presents a trigonal bipyramidal structure with the organic groups on the equatorial plane and the axial positions occupied by a ligand molecule, coordinated to tin through the carboxylate, and a solvent molecule, MeOH. A similar structure is proposed for Me3SnL(H2O) on the basis of analytical and spectroscopic data. The tributyltin(IV) derivative, [n-Bu3SnL]2(H2O), is characterized by two different tin sites with similar tbp geometry featured by butyl groups on the equatorial plane. Sn(1) and Sn(2) atoms are axially bridged by a ligand molecule binding through the N(4) and the carboxylate group; the two coordination spheres are saturated by another ligand molecule, binding the metal through the carboxylate group, and a water molecule, respectively. Antimicrobial tests on compounds 1 and 2 showed in vitro activity against Gram-positive bacteria.  相似文献   

18.
Tariq  M.  Sirajuddin  M.  Ali  S.  Khalid  N.  Shah  N. A. 《Russian Journal of General Chemistry》2017,87(11):2690-2698

Six new organotin(IV) carboxylates, [Me2SnL2] (1), [n-Bu2SnL2] (2), [n-Oct2SnL2] (3), [Me3SnL] (4), [n-Bu3SnL] (5) and [Ph3SnL] (6), where L = 3-(4-ethoxyphenyl)-2-methylacrylate, have been synthesized and characterized by FT-IR, NMR spectroscopy and elemental analyses. The synthesized compounds were tested for in vitro antibacterial and antifungal activities. The complexes 4–6 demonstrated higher activity than the complexes 1–3. UV-Vis absorption spectroscopy indicated that the ligand and its complexes interacted with DNA via partial intercalation as well as minor groove binding.

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19.
New series of triorganotin(IV) complexes with 4′‐nitrobenzanilide semicarbazone (L1H) and 4′‐nitrobenzanilide thiosemicarbazone (L2H) of the type [R3Sn(L)] (R = ‐CH3, ‐C6H5 and n‐C4H9) were synthesized under microwave irradiation. All the complexes were characterized by elemental analysis, conductance measurements, molecular weight determinations and spectral data, viz., IR, UV–vis, 1H, 13C and 119Sn NMR. The central tin atoms of these complexes are all five‐coordinated with trigonal bipyramidal geometry. In order to assess their growth inhibitory potency semicarbazone, thiosemicarbazone and their triorganotin(IV) complexes were tested in vitro against some pathogenic fungi and bacteria. Also the ligands and their organotin(IV) complexes were studied to assess the effects of long‐term ingestion of these compounds on fertility, body and reproductive organ weights. The biochemical analyses were also performed on blood samples and reproductive organs of male rats. The findings have been presented in this paper. Copyright © 2009 John Wiley & Sons, Ltd.  相似文献   

20.
The reaction of 4,4′‐bipy with dimethyltin(IV) chloride iso‐thiocyanate affords the one‐dimensional (1D) coordination polymer, [Me2Sn(NCS)Cl·(4,4′‐bipy)]n ( 1 ), whereas reaction of dimethyltin(IV) dichloride with sodium pyrazine‐2‐carboxylate in the presence of potassium iso‐thiocyanate affords the two‐dimensional (2D) coordination polymer, {[Me2Sn(C4H3N2COO)2]2 [Me2Sn(NCS)2]}n ( 2 ). Both coordination polymers were characterized by elemental analysis and infrared spectroscopy in addition to 1H and 13C NMR spectroscopy of the soluble coordination polymer ( 1 ). A single‐crystal structure determination showed that the asymmetric unit in 1 contains Me2Sn(NCS)Cl and 4,4′‐bipy moieties and a 1D infinite rigid chain structure forms through bridging of the 4,4′‐bipy ligand between tin atoms and the geometry around the tin atom is a distorted octahedral. Coordination polymer 2 contains two distinct tin atom geometrics in which one tin atom is seven coordinate, and the other is six coordinate. The two tin atom environments are best described as a pentagonal bipyramidal in the former and distorted octahedral in the latter where the carboxylate groups bridge the two tin atoms and construct a 2D‐coordination polymer. The 119Sn NMR spectroscopy indicates the octahedral geometry of 1 retains in solution. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:699–706, 2011; View this article online at wileyonlinelibrary.com . DOI 10.1002/.20736  相似文献   

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