María Teresa Garland

University of Santiago, Chile, CiudadSantiago, Santiago Metropolitan, Chile

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Publications (302)426.2 Total impact

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    Ana María Atria, Maria Teresa Garland, Ricardo Baggio
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    ABSTRACT: The asymmetric unit of the title compound, C8H9NO2·H2O consists of an isolated 4-(ammonio-meth-yl)benzoate zwitterion derived from 4-amino-methyl-benzoic acid through the migration of the acidic proton, together with a water molecule of crystallization that is disordered over three sites with occupancy ratios (0.50:0.35:0.15). In the crystal structure, N-H⋯O hydrogen bonds together with π-π stacking of the benzene rings [centroid-centroid distance = 3.8602 (18) Å] result in a strongly linked, compact three-dimensional structure.
    Acta Crystallographica Section E Structure Reports Online 11/2014; 70(Pt 11):385-388. DOI:10.1107/S1600536814022831 · 0.35 Impact Factor
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    ABSTRACT: The title substituted pyrazole derivatives, C17H15N5O3 and C18H15F3N4O, share most of their molecular features, in particular the hydrazinylidene (–HN—N=) rather than the diazene (–N=N–) tautomeric form, and differ only in the substituents (NO2 and CF3) on one of the outer phenyl rings. The molecular units are basically planar, with the rotation of the phenyl rings being hindered by the presence of two intramolecular hydrogen bonds having the keto O atom as acceptor. In both structures, the packing is governed by weak C—H...O, C—H...π and π–π interactions. The subtle way in which minor structural differences lead to rather different supramolecular structures is analysed.
    09/2014; 70. DOI:10.1107/S2053229614017173
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    Ana María Atria, Maria Teresa Garland, Ricardo Baggio
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    ABSTRACT: 4,4'-(Disulfanediyl)dibutanoic acid (dtba) and 4,4'-bipyridine (4,4'-bpy) crystallize in an 1:1 ratio, leading to the title co-crystal with composition C8H14O4S2·C10H8N2. A distinctive feature of the crystal structure is the geometry of the dtba moiety, which appears to be stretched [with a 9.98 (1) Å span between outermost carbons] and acts as an hydrogen-bonding connector, forming linear chains along [-211] with the 4,4'-bpy moiety by way of O-H⋯N hydrogen bonds and C-H⋯O interactions. The influence of the mol-ecular shape on the hydrogen-bonding pattern is analysed by comparing the title compound and two other 4,4'-bpy co-crystals with closely related mol-ecules of similar formulation but different geometry, showing the way in which this correlates with the packing arrangement.
    Acta Crystallographica Section E Structure Reports Online 09/2014; 70(Pt 9):157-60. DOI:10.1107/S1600536814018558 · 0.35 Impact Factor
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    ABSTRACT: The UV irradiation of a hexane solution of the complex (eta(5)-C5Me4(CH2)(2)NMe2)Re(CO)(3) (1) afforded the chelated species (eta(5):eta(1)-C5Me4(CH2)(2)NMe2)Re(CO)(2) (2). The molecular structure of 2 has been determined by X-ray crystallography. The reaction of 2 with two-electron donor ligands yields (eta(5)-C5Me4(CH2)(2)NMe2)Re(CO)(2)(L) (1, L = CO; 3, L = PMe3). The chelated species 2 also reacts with MeOTf, HBF4, and I-2 to form the cationic compounds trans-[(eta(5)-C5Me4(CH2)(2)NMe2)Re(CO)(2)X](+) ([4](+), X = Me; [5](+), X = H; [6](+), X = 1). The trans stereochemistry of 4-6 have been assigned on the basis of nu(CO) IR intensities and C-13 NMR spectroscopy. Also, complex 2 reacts with nitrosyl tetrafluoroborate to yield [(eta(5)-C5Me4(CH2)(2)NMe2NO)Re(CO)(2)(NO)]BF4 ([7](2+)). The redox behavior of the {ReNO}(6) complex [7](2+) was studied and the products obtained after two-electron reduction were characterized by IR. DFT calculations were done to optimize the structure of [7](2+) and to study the effect of the sidearm coordination on the electronic structure of a cyclopentadienyl {ReNO}(8) complex.
    Journal of Organometallic Chemistry 08/2014; 765:8–16. DOI:10.1016/j.jorganchem.2014.04.019 · 2.30 Impact Factor
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    ABSTRACT: In the present work, the synthesis and structural characterization of four new polyoxovanadoborates (BVO) frameworks, based on the [V12B18O60H6]10- polyanion are reported: (NH4)8(1,3-diapH2)[V12B18O60H6]•5.24H2O (1), K8(NH4)2[V12B18O60H6]•18.00H2O (2), K10[V12B18O60H6]•9.50H2O (3) and K8Cs2[V12B18O60H6]•10.40H2O (4). A global antiferromagnetic behaviour is observed for these 10VIV/2VV mixed valence clusters. The magnetic data of 1, 2 and 3, which present different countercation environment, show that 1 is more coupled than 2 and 3. DFT calculations show that the positive charges strongly influence the polarization mechanism of the spin density of the vanadyl groups and the extent of the magnetic orbitals, therefore corroborating the experimental observation of the quenching effect of the magnetic coupling between vanadium centres of 2 and 3.
    Dalton Transactions 07/2014; 43(37). DOI:10.1039/C4DT01561D · 4.10 Impact Factor
  • Ana María Atria, Maria Teresa Garland, Ricardo Baggio
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    ABSTRACT: Two new NiII complexes involving the ancillary ligand bis[(pyridin-2-yl)methyl]amine (bpma) and two different carboxylate ligands, i.e. homophthalate [hph; systematic name: 2-(2-carboxylatophenyl)acetate] and benzene-1,2,4,5-tetracarboxylate (btc), namely catena-poly[[aqua{bis[(pyridin-2-yl)methyl]amine-κ3N,N′,N′′}nickel(II)]-μ-2-(2-carboxylatophenyl)aceteto-κ2O:O′], [Ni(C9H6O4)(C12H13N3)(H2O)]n, and (μ-benzene-1,2,4,5-tetracarboxylato-κ4O1,O2:O4,O5)bis(aqua{bis[(pyridin-2-yl)methyl]amine-κ3N,N′,N′′}nickel(II)) bis(triaqua{bis[(pyridin-2-yl)methyl]amine-κ3N,N′,N′′}nickel(II)) benzene-1,2,4,5-tetracarboxylate hexahydrate, [Ni2(C10H2O8)(C12H13N3)2(H2O)2]·[Ni(C12H13N3)(H2O)3]2(C10H2O8)·6H2O, (II), are presented. Compound (I) is a one-dimensional polymer with hph acting as a bridging ligand and with the chains linked by weak C—H...O interactions. The structure of compound (II) is much more complex, with two independent NiII centres having different environments, one of them as part of centrosymmetric [Ni(bpma)(H2O)]2(btc) dinuclear complexes and the other in mononuclear [Ni(bpma)(H2O)3]2+ cations which (in a 2:1 ratio) provide charge balance for btc4− anions. A profuse hydrogen-bonding scheme, where both coordinated and crystal water molecules play a crucial role, provides the supramolecular linkage of the different groups.
    06/2014; 70. DOI:10.1107/S2053229614008134
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    ABSTRACT: To study the electronic influence of the organometallic moieties in thiosemicarbazones, two short libraries of cyrhetrenyl thiosemicarbazone and ferrocenyl thiosemicarbazone hybrids were synthesized and tested for their antichagasic and antitubercular activities. The unreported cyrhetrenyl thiosemicarbazone derivatives of the form [(η5-C5H4)–C(R1) = NNHC(S)NHR2]Re(CO)3 (R1 = H, CH3; R2 = H, CH3, CH2CH3, C6H5) were prepared from cyrhetrenylcarbaldehyde (1a) or acetylcyrhetrene (1b) and the corresponding thiosemicarbazide. The 1H and 13C NMR spectra indicate that these compounds have the anti-(E) conformation in solution, and the X-ray crystal structure of formylcyrhetrene 4-methyl-thiosemicarbazone (2b) confirms that this complex also adopts the anti-(E) form in the solid state. The new cyrhetrenyl thiosemicarbazones and their ferrocene analogues were screened in vitro against Trypanosoma cruzi and Mycobacterium tuberculosis. The anti-T. cruzi evaluation showed that the ferrocenyl derivatives were more efficient trypanocidal agents compared to their cyrhetrenyl counterparts. The incorporation of any organometallic fragment into thiosemicarbazone scaffold showed moderate antituberculosis activity against mc27000 strain.
    Journal of Organometallic Chemistry 04/2014; 755:1–6. DOI:10.1016/j.jorganchem.2013.12.049 · 2.30 Impact Factor
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    ABSTRACT: A new tetranuclear complex Cu4, [Cu2L(OH)]2[middle dot]2CH3OH[middle dot]H2O (1), with the functionalized Schiff base ligand 2,6-bis((2-(acetylamino)phenylimino)methyl)-4-tert-butylphenol (H3L) has been obtained and characterized in the solid state by X-ray diffraction. The formation of the tetranuclear species is solvent dependent, the presence of water being a determinant in its isolation. Based on the mass-spectrometric evidence, the behaviour of the H3L-CuII system in the presence of water was investigated. Namely, water can switch the nuclearity of the CuII cluster from dinuclear to tetranuclear. The redox behaviour of this species in DMSO solution, showing two cathodic metal-centred peaks at EP = -0.80 and -1.35 V and an irreversible ligand-centred anodic peak at EP = 1.03 V, was found to be similar to that of a pristine dinuclear complex. The tetranuclear species was also characterized in the solid state by magnetic measurements, showing a dominating bulk antiferromagnetic behaviour, with a sing
    New Journal of Chemistry 01/2014; 38(2-2):709-716. DOI:10.1039/C3NJ00722G · 3.16 Impact Factor
  • Ana María Atria, Maria Teresa Garland, Ricardo Baggio
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    ABSTRACT: The title mononuclear complex, [Nd(C5H3N2O3)3(H2O)3]·3H2O, consists of an Nd(III) cation, three 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate ligands and three aqua ligands forming the neutral complex molecule, and three solvent water molecules. The pyrimidinecarboxylate ligands act in a chelating manner, via carboxylate and keto O atoms. The NdO9 coordination polyhedron is in the form of a distorted monocapped square antiprism. The availability of numerous hydrogen-bonding donors and acceptors results in a very dense hydrogen-bonding network, the immediate effect of which is an unusually large packing index.
    Acta Crystallographica Section C Crystal Structure Communications 11/2013; 69(Pt 11):1378-82. DOI:10.1107/S0108270113027881 · 0.54 Impact Factor
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    ABSTRACT: The title compound, C17H11F5N4O, is described and compared with two closely related analogues in the literature. There are two independent molecules in the asymmetric unit, linked by N-H...O hydrogen bonds and π-π interactions into dimeric entities, presenting a noticeable noncrystallographic C2 symmetry. These dimers are in turn linked by a medium-strength type-I C-F...F-C interaction into elongated tetramers. Much weaker C-H...F contacts link the tetramers into broad two-dimensional substructures parallel to (101).
    Acta Crystallographica Section C Crystal Structure Communications 10/2013; 69(Pt 10):1200-1204. DOI:10.1107/S0108270113024943 · 0.54 Impact Factor
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    ABSTRACT: In the search for new therapeutic tools for the treatment of American trypanosomiasis, a series of novel ferrocene and cyrhetrene imine compounds, derived from 5-nitro-heterocycles, were designed, synthesized and characterized. The 1H and 13C NMR spectra indicated that these compounds adopted an anti-(E) conformation in solution, and this was confirmed by X-ray crystallography for one of the complexes (NT2). To study the relationship between the physical–chemical properties of N-iminyl substituents of nitrofurfuryl and nitrothienyl groups and their antitrypanosomal activity, we have carried out cyclic voltammetry and electron spin resonance studies of a series of organometallic imine compounds. The results demonstrated that the electronic properties of the side chain of the 5-nitro-heterocyclic compound could be correlated to its trypanocidal effect.
    Journal of Organometallic Chemistry 10/2013; 743. DOI:10.1016/j.jorganchem.2013.06.014 · 2.30 Impact Factor
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    ABSTRACT: Tricarbonyl[9-(triphenylphosphonio)fluorenylidene]ruthenium, [Ru(C31H21P)(CO)3], (I), is mononuclear, consisting of a single Ru centre, to which three carbonyl units and a chelating μ3-9-(triphenylphosphonio)fluorenide ylide bind to generate a distorted octahedral RuC6 core. Nonacarbonyl-μ3-fluorenylidene-μ2-hydrido-triangulo-triosmium(III), [Os3H(C13H7)(CO)9], (II), is trinuclear and presents a triangular triosmium core, nine carbonyl ligands and one fluorenylidene ligand. Two of the Os(III) centres present a highly distorted hexacoordinated Os(Os2C4) core and are in turn bridged by a hydride ligand. The remaining Os(III) cation is octacoordinated, with an Os(Os2C6) nucleus. The crystal structures of both compounds are the result of nondirectional forces, much resembling the packing of weakly interacting quasi-spherical units, viz. the molecules themselves in (I) and centrosymmetric π-π-bonded dimers in (II).
    Acta Crystallographica Section C Crystal Structure Communications 04/2013; 69(Pt 4):363-6. DOI:10.1107/S0108270113005489 · 0.54 Impact Factor
  • Ana María Atria, José Parada, Maria Teresa Garland, Ricardo Baggio
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    ABSTRACT: Poly[[tetraaquadi-μ-citrato-tetrakis(2,6-diaminopurine)tetracobalt(II)] 6.35-hydrate], {[Co(CHO)(CHN)(HO)]·6.35HO}, presents three different types of Co cations in the asymmetric unit, two of them lying on symmetry elements (one on an inversion centre and the other on a twofold axis). The main fragment is further composed of one fully deprotonated citrate (cit) tetraanion, two 2,6-diaminopurine (dap) molecules and two aqua ligands. The structure is completed by a mixture of fully occupied and disordered solvent water molecules. The two independent dap ligands are neutral and the cit tetraanion provides for charge balance, compensating the 4+ cationic charge. There are two well defined coordination geometries in the structure. The simplest is mononuclear, with the Co cation arranged in a regular centrosymmetric octahedral array, coordinated by two aqua ligands, two dap ligands and two O atoms from the β-carboxylate groups of the bridging cit tetraanions. The second, more complex, group is trinuclear, bisected by a twofold axis, with the metal centres coordinated by two cit tetraanions through their α- and β-carboxylate and α-hydroxy groups, and by two dap ligands bridging through one of their pyridine and one of their imidazole N atoms. The resulting coordination geometry around each metal centre is distorted octahedral. Both groups are linked alternately to each other, defining parallel chains along [201], laterally interleaved and well connected via hydrogen bonding to form a strongly coupled three-dimensional network. The compound presents a novel μ-κO:O,O':O',O'',O''':O'''' mode of coordination of the cit tetraanion.
    Acta Crystallographica Section C Crystal Structure Communications 03/2013; 69(Pt 3):212-5. DOI:10.1107/S0108270113002230 · 0.54 Impact Factor
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    ABSTRACT: The title cobalt complex (C10H38Co2O26) consists of [Co(H2O)4(C10H2O8)]2-n anionic chains, balanced by [(Co(H2O)6]2+ cations and eight solvato water molecules, some of which are disordered. The chains are formed by Co(H2O)4 "beads" threaded by fully deprotonated benzenecarboxylato anions binding in a stretched, trans fashion, and they are linked by H-bonds into a 2D structure. The cationic groups and solvato water molecules form a second kind of 2D arrays, "sanwiched" by the latter ones and linking the lot into a 3D structure through a very complex H-bonding interaction scheme. The structure presents a very conspicuous pseudo symmetry, and it appears to be a slight polymorphic modification of an already published isologue of identical formulation but with the higher symmetry properly attained, in a volume half as large. The slight differences between both structures seems to reside mainly in the (disordered) solvates, as suggested by the overlap of both models.
    Journal of the Chilean Chemical Society 03/2013; 58(1):1576-1579. DOI:10.4067/S0717-97072013000100016 · 0.47 Impact Factor
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    ABSTRACT: In ylidic triphenylphosphonium carboxylic esters the ester oxygen can be oriented towards (syn) or away (anti) from phosphorus, but except for small ylidic ester groups, e.g., Me, the anti conformer is dominant. With suitable crystals conformations are established by X-ray crystallography, but HF and DFT computations, with NMR and IR spectroscopy, are useful methods. Bulky ylidic or nonylidic groups strongly favor the anti conformer and even with small carboxylic groups, e.g. ethoxy, anti conformers are preferred in solution and are dominant in the crystal. The balance of attractive interactions between anionoid oxygen and cationoid phosphorus and nonbonding interactions, controls conformations, as indicated by evidence from NMR and IR spectroscopy, HF and DFT calculations, and X-ray observations.
    Journal of Molecular Structure 02/2013; 1034:51–56. DOI:10.1016/j.molstruc.2012.08.051 · 1.60 Impact Factor
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    ABSTRACT: The title compound, C(17)H(10)F(5)N(5)O(2), is described and compared with its 4-nitrophenyl isomer [Bustos, Sánchez, Schott, Alvarez-Thon & Fuentealba (2007). Acta Cryst. E63, o1138-o1139]. The title molecule presents its nitro group split into two rotationally disordered components, which in conjunction with the rotation of the `unclamped' rings constitute the main molecular differences. Packing is directed by a head-to-tail type `I' C-F...F-C interaction, generating double-chain strips running along [100]. These substructures are interlinked by a variety of weak F...F, O...F, F...π and O...π interactions.
    Acta Crystallographica Section C Crystal Structure Communications 01/2013; 69(Pt 1):101-4. DOI:10.1107/S0108270112048573 · 0.54 Impact Factor
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    ABSTRACT: A new iron(III)/vanadium(III) phosphate, K3[Fe3.26V0.74(OH)O(PO4)4(H2O)2]·2H2O (1), has been obtained by hydrothermal synthesis and characterized by single crystal X-ray diffraction, Scanning electron microscopy–energy dispersive X-ray spectroscopy, Inductively coupled plasma atomic emission spectroscopy (ICP), thermogravimetric analysis, and FTIR spectroscopy. Single crystal X-ray diffraction reveals a 3D open framework (monoclinic, space group P21/n, a = 9.6391(7) Å, b = 9.8063(7) Å, c = 9.7268(7) Å, β = 100.71(1)°, and V = 903.38(11) Å3). This structure presents FeIII and VIII in a 4.4 : 1 M ratio with the metal ions in two different crystallographic sites. Both metallic centers have distorted octahedral environments, linked by PO4 tetrahedra, forming channels along the a-axis. The asymmetric unit of K3[Fe3.26V0.74(OH)O(PO4)4(H2O)2]·2H2O presents a {M4(OH)O(PO4)4(H2O)2}3− anionic entity, charge balanced by three K+, which are located within the channels. It is also possible to distinguish M4O2 units whose MIII polyhedra are linked by vertex and edges.
    Journal of Coordination Chemistry 01/2013; 66(10). DOI:10.1080/00958972.2013.791685 · 2.22 Impact Factor
  • Ana María Atria, Maria Teresa Garland, Ricardo Baggio
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    ABSTRACT: The title compound, C9H8N2, presents two almost identical independent molecules in the asymmetric unit, both of them exhibiting an extremely planar isoquinoline core (maximum r.m.s. deviation = 0.014 Å). The most significant deviation is found in the –NH2 groups, which present a noticeable pyramidalization around the N atom, a feature also present in related structures containing the molecule as a ligand. The supramolecular structure is based on pairs of parallel hydrogen-bonded chains formed by just one molecular type each, defined by the strongest hydrogen bonds in the structure, which are of the N—H...N type. These parallel chains are linked into pairs (or strips) via weaker C—H...N hydrogen bonds. Related strips generated by the c-glide plane define two families running along [10] and [110], giving rise to an interesting system of interwoven chains stabilized by a number of weaker contacts of the C—H...π type.
    Acta Crystallographica Section C Crystal Structure Communications 10/2012; 68(10). DOI:10.1107/S0108270112037602 · 0.54 Impact Factor
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    ABSTRACT: There are two independent mol-ecules, A and B, in the asymmetric unit of the title compound, C(16)H(12)ClN(5)O(3). The relative orientations of the chloro-phenyl ring with respect to the pyrazole ring in the two crystallographically independent mol-ecules are different, and their corresponding dihedral angles are -53.3 (2) and 114.09 (18)° in mol-ecules A and B, respectively. There are two strong intramolecular N-H⋯O hydrogen bonds, and two weak intramolecular C-H⋯O and C-H⋯Cl hydrogen bonds. The crystal packing is constructed by weak C-H⋯O and N-H⋯O inter-actions, and two π-π stacking inter-actions [centroid-centroid distances = 3.7894 (9) and 3.5719 (10) Å], forming a mol-ecular ladder along the a axis.
    Acta Crystallographica Section E Structure Reports Online 08/2012; 68(Pt 8):o2351-2. DOI:10.1107/S1600536812029790 · 0.35 Impact Factor
  • Ana María Atria, Maria Teresa Garland, Ricardo Baggio
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    ABSTRACT: The title ionic compound, (C(7)H(8)N(3))(2)[Ho(2)(C(4)H(5)O(2))(8)], is constructed from two almost identical independent centrosymmetric anionic dimers balanced by two independent 2-amino-1H-benzimidazol-3-ium (Habim(+)) cations. The asymmetric part of each dimer is made up of one Ho(III) cation and four crotonate (crot or but-2-enoate) anions, two of them acting in a simple η(2)-chelating mode and the remaining two acting in two different μ(2):η(2) fashions, viz. purely bridging and bridging-chelating. Symmetry-related Ho(III) cations are linked by two Ho-O-Ho and two Ho-O-C-O-Ho bridges which lead to rather short intracationic Ho···Ho distances [3.8418 (3) and 3.8246 (3) Å]. In addition to the obvious Coulombic interactions linking the cations and anions, the isolated [Ho(2)(crot)(8)](2-) and Habim(+) ions are linked by a number of N-H···O hydrogen bonds, in which all N-H groups of the cation are involved as donors and all (simple chelating) crot O atoms are involved as acceptors. These interactions result in compact two-dimensional structures parallel to (110), which are linked to each other by weaker π-π contacts between Habim(+) benzene groups.
    Acta Crystallographica Section C Crystal Structure Communications 07/2012; 68(Pt 7):m185-8. DOI:10.1107/S0108270112024468 · 0.54 Impact Factor

Publication Stats

2k Citations
426.20 Total Impact Points


  • 1977–2014
    • University of Santiago, Chile
      • Departamento de Física
      CiudadSantiago, Santiago Metropolitan, Chile
  • 2013
    • Venezuelan Institute for Scientific Research
      • Centre of Chemistry
      Caracas, Distrito Federal, Venezuela
  • 2005–2013
    • University of Chile
      • • Facultad de Ciencias Físicas y Matemáticas
      • • Departamento de Química Inorgánica y Analítica
      CiudadSantiago, Santiago, Chile
    • National Scientific and Technical Research Council
      Buenos Aires, Buenos Aires F.D., Argentina
  • 2005–2010
    • University of Buenos Aires
      • • Department of Organic Chemistry (FCEN)
      • • Biological Chemistry Department
      Buenos Aires, Buenos Aires F.D., Argentina
  • 2009
    • Universidad Nacional del Sur
      • Departamento de Química
      Bahía Blanca, Provincia de Buenos Aires, Argentina
    • University of Antioquia
      • Instituto de Química
      Antioquia, Departamento de Antioquia, Colombia
  • 2007–2008
    • Coimbatore Institute of Management and Technology
      Koyambattūr, Tamil Nadu, India
  • 2005–2008
    • Universidad Nacional de la Patagonia Austral
      Gallegos, Santa Cruz, Argentina
  • 2001–2008
    • Universidad Nacional del Litoral
      • • Faculty of Biochemistry and Biological Sciences FBCB
      • • Department of Physics
      Santa Fe de la Vera Cruz, Provincia de Santa Fe, Argentina
  • 2000–2007
    • Comisión Nacional de Energía Atómica
      • Departamento de Física
      Buenos Aires, Buenos Aires F.D., Argentina
  • 1997–2007
    • Université de Rennes 1
      Roazhon, Brittany, France
  • 2006
    • National University of Cordoba, Argentina
      • Department of Organic Chemistry
      Córdoba, Provincia de Cordoba, Argentina
  • 1999–2006
    • University of Concepción
      • • Departamento de Química Orgánica
      • • Facultad de Ciencias Químicas
      Concepción, Region del Biobio, Chile
  • 2004
    • Pontifical Catholic University of Chile
      CiudadSantiago, Santiago Metropolitan, Chile
    • National University of Tucuman
      • Instituto de Química Física
      Tucumán, Tucumán, Argentina
  • 2002
    • University of Santiago de Compostela
      • Faculty of Science
      Santiago, Galicia, Spain