Abstract
A nickel‒vanadium metal–organic hybrid compound [Ni(phen)3]2[(V2O2(O2)2((S)-mand)2)][(V2O2(O2)2((R)-mand)2)]·18H2O (phen = 1,10-phenanthroline, mand2− = mandelato(2−) ligand, C6H5–CO–COO2−) (1) was prepared and characterized by spectral methods, X-ray structure analysis and simultaneous DTA and TG measurements. The crystal structure of 1 contains both Δ and Λ enantiomers of the [Ni(phen)3]2+ cations that construct sandwich layers along the crystallographic axis c, in between which sit the vanadium(V) complex anions. These are present as ionic dimers in the form of a robust {[(V2O2(O2)2((S)-mand)2)][(V2O2(O2)2((R)-mand)2)]}4− species. The two individual anions are coupled by a pair of weak, yet significant attractions between two vanadium atoms and two peroxido ligands of the adjacent anion at V‒O distances 2.660 Å. The 51V NMR spectrum of the compound in DMSO solution revealed a complicated course of decomposition reactions of the anion, which led to formation of the [(V2O4(S,R-mand)2]2− anion as a single product. The metal–organic hybrid compound 1 is converted by thermal decomposition into a potential anode material for lithium-ion batteries Ni(VO3)2.
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Introduction
Nickel vanadates and nickel–vanadium metal‒organic hybrid compounds have attracted considerable attention because of their physical and chemical properties, which facilitate technological applications in various fields of materials science. Thus, nickel vanadates have been studied as a component for electrochemical capacitors [1], as gas sensors [2] and semiconductors [3]. Nickel–vanadium hybrid compounds have also been investigated, e.g. as heterogenous catalysts [4], photocatalysts [5] or magnetic materials [6]. Special interest is focused on nickel vanadates that may be used as anode materials for lithium-ion batteries. The most studied compounds in this respect are Ni3V2O8 [7,8,9,10,11] and a mixed-ion vanadate LiNiVO4 [12,13,14,15,16]. In fact, the simplest nickel vanadate Ni(VO3)2 itself does not suit in such applications; however, synthesis of Ni(VO3)2 doped by lithium ions represents a viable option for the development of a different class of lithium-ion batteries [17, 18]. Therefore, the research on innovative methods for the synthesis of nickel vanadates including Ni(VO3)2 capable of accommodating lithium ions is ongoing. Peroxido complexes of vanadium may serve as useful precursors in this manner, as has already been shown in the case of the synthesis of Ni2V2O7 by thermal decomposition of [Ni(NH3)6][VO(O2)2(NH3)]2 [19]. A notable obstacle is the fact that the final products of a thermal decomposition can scarcely be predicted with certainty. Despite the fact that initial stoichiometry of the coordination compound with n(Ni): n(V) = 1: 2 could favour formation of Ni(VO3)2, the calcination product was actually obtained as a mixture of Ni2V2O7 and V2O5. Because peroxido complexes of vanadium are a well-investigated group of vanadium compounds providing an advantage of relatively low temperatures required for the release of the oxygen atoms of the peroxide group and combustion of the organic components (usually 100–300 °C), new precursors for possible preparation of nickel vanadates are of current interest. Thermal decomposition of vanadium peroxido complexes with transition metal cations has been utilized also for the synthesis of other vanadates, such as Zn(VO3)2 and Cu(VO3)2 [24].
In recent years, we have reported on transition metal–vanadium compounds, comprised of the combinations Mn–V [20], Fe–V, Ni–V [21, 22] and Cu–V [23,24,25,26,27,28,29] that were investigated mostly for their chiral properties. In continuation of our studies on stereochemistry of vanadium(V) complexes, we present here the synthesis and characterization of [Ni(phen)3]2[(V2O2(O2)2((S)-mand)2)][(V2O2(O2)2((R)-mand)2)]·18H2O (phen = 1,10-phenanthroline, mand2− = mandelato(2−), C6H5–CO–COO2−).
Experimental
Synthesis and characterization
Materials and methods
The starting materials were obtained from commercial sources: H2O2 (35%, p. a., Centralchem), NiCl2·6H2O (p. a., Lachema), KBr (for IR spectra, Lachema), 1,10-phenanthroline (p. a., AFT Bratislava), rac-mandelic acid (for synth., Merck), (S)-mandelic acid (99% +, Acros Organics), dimethyl sulfoxide (DMSO, p. a., Penta), acetonitrile (99.5%, Centralchem). NH4VO3 (purum, Lachema) was purified according to the literature [22].
Elemental analyses C, H, N were determined on a Vario MIKRO cube (Elementar). Vanadium was determined using ICP-MS (Perkin-Elmer Sciex Elan 6000), and nickel was determined using F-AAS (Perkin-Elmer 1100). DTA and TG curves were recorded on an SDT 2960 (TA Instruments) device in static air atmosphere in the temperature range 20–600 °C and with the heating rate 10 °C min−1. UV–Vis spectra in DMSO solutions were measured on a Jasco V-530 (Shimadzu) apparatus in 2-mm quartz cuvettes at ambient temperature in the range 200–1000 nm. Infrared spectra in KBr discs, Nujol mulls or spectra using the ATR technique were recorded on a Nicolet FTIR 6700 spectrometer. 51V NMR spectra in DMSO solutions were recorded at 298 K on Varian Unity Inova 600 MHz spectrometer operating at 157.68 MHz (51V); chemical shifts are related to VOCl3 used as the external standard (δ = 0 ppm).
Synthesis of [Ni(phen)3]2[(V2O2(O2)2((S)-mand)2)][(V2O2(O2)2((R)-mand)2)]·18H2O (1)
NH4VO3 (0.233 g, 2 mmol) was dissolved in water (15 cm3); subsequently H2O2 (30%, 0.5 cm3) and rac-H2mand (0.305 g, 2 mmol) were added. To the red solution so obtained, a solution of NiCl2·6H2O (0.237 g, 1 mmol) and phen (0.541 g, 3 mmol) in acetonitrile (25 cm3) and water (5 cm3) was added under continuous stirring. The final orange solution was allowed to crystallize at 5 °C, and orange-red block crystals were isolated after 24 h. The compound is insoluble in water and ethanol and partially soluble in DMSO.
Anal. Calc. for NiV2O21C52H54N6 (1259.58 g/mol) (fresh sample): C 49.58; H 4.32; N 6.67; V 8.09; Ni 4.66%; found: C 49.56; H 4.03; N 6.65; V 7.88; Ni 4.34%.
The compound slowly releases molecules of water of crystallization even in a refrigerator. The analysis after storing for 5 months at 5 °C: C 51.43; H 3.31; N 7.25%.
Structure determination details
Single-crystal X-ray diffraction data were collected using a Nonius Kappa CCD diffractometer equipped with Bruker Apex II detector with Mo Kα radiation (λ = 0.71073 nm) at 120 K. Absorption corrections were applied using the program SADABS [30]. The structure was solved with direct methods by using the SHELXT program [31] and refined with SHELXL 2015 [32]. All non-hydrogen atoms were refined anisotropically. Hydrogen atoms were placed at idealized positions and refined with a riding model. The oxygen atoms of water molecules were heavily disordered, and we were obliged to use SQUEEZE programme [33] to expel them to obtain a stable model. The structure has been deposited with the Cambridge Crystallographic Data Centre (CCCDC) with the deposition number 1915001. This data can be obtained free of charge under https://www.ccdc.cam.ac.uk/structures/.
Results and discussion
Crystal structure of compound 1
Table 1 summarizes crystal structure data and refinement details for compound 1. The asymmetric unit consists of one cation [Ni(phen)3]2+ and one anion [(V2O2(O2)2(mand)2)]2− as well as water molecules of crystallization that were not modelled. Because the compound crystallizes in the space group P−1, the asymmetric unit contains only one set of the individual stereoisomers; in the case of our model [(V2O2(O2)2((S)-mand)2)]2− and Λ-[Ni(phen)3]2+ (Fig. 1) with their related enantiomers being generated by a centre of symmetry. The key geometrical parameters of the two ionic components are summarized in Table 2. The Ni–N distances and N–Ni–N angles in the [Ni(phen)3]2+ cations point to slightly irregular octahedral geometry. The molecular structure of the [(V2O2(O2)2(mand)2)]2− anion was previously reported for few vanadium(V) peroxido complexes [29, 34, 35]. Both vanadium atoms adopt pentagonal pyramidal coordination geometry and are coordinated by one oxido ligand in the apical position as well as two oxygen atoms of the peroxido ligands and one oxygen atom of the carboxylate group of the mandelato ligand in the pentagonal pseudoplane. The oxygen atoms coming from the hydroxyl groups of mandelic acid act as bridging ligands between two vanadium atoms of the anion. The vanadium atoms are displaced from the calculated pentagonal pseudoplanes towards the oxido ligands by 0.4569(4) Å (V1) and 0.3579(3) Å (V2). As noted earlier, the mandelato ligands of the anion have the same configuration (S). The partnered anion involving mandelato ligand of the opposite configuration (R) is related by a centre of symmetry in the crystal packing and may be actually found in a relatively close distance to the [(V2O2(O2)2((S)-mand)2)]2− anion (Fig. 2). The closest contact between the enantiomers is the V2···O6′ interaction at 2.660 Å. This distance is too large to consider it as a regular coordination bond, but still too short to be neglected; especially when in general the atom in the trans position towards to oxido ligand of the V=O bond (if present) usually comes from a solvent molecule or other components present in the crystal structure [36]. Therefore, the related enantiomers may be considered as a bulky ionic dimer {[(V2O2(O2)2((S)-mand)2)][(V2O2(O2)2((R)-mand)2)]}4− trapped in a cavity that is formed by surrounding [Ni(phen)3]2+ cations. In the crystal packing along the crystallographic c axis the cations are located in layers above and below the positions of the dimers (Fig. 2). The enantiomers in the two layers have alternate configurations. Interestingly, there is no obvious π–π stacking between the phenyl groups of the mandelato and phenanthroline ligands. In one of the similar previously studied systems, we employed Δ- and Λ-[Ni(bpy)3]2+ cations (bpy = 2,2′-bipyridine) and tetranuclear chiral vanadium(V) tartrato complexes [V4O8((2R,3R)-tart)2] and [V4O8((2S,3S)-tart)2] (H4tart4− = tartaric acid) [22]. In the case where all four chiral components were present in the crystal structure, it was possible to observe a homochiral layers of the cations, while the enantiomers of the anions were not related in a certain interaction and they were alternating along the homochiral layers of the cations. In the crystal structure of 1, however, the homochiral layers of Δ- and Λ-[Ni(phen)3]2+ are indeed present, while the anions favour intermolecular interactions and formation of a centrosymmetric entity. We assume that this is a consequence of the bulkiness of the [Ni(phen)3]2+ cations that enforce squeezing of the anions into cavities; a process that is also supported by an available free coordination site in the trans position towards the V=O group. Consequently, the protruding phenyl groups of the chiral mandelato ligands determine the configuration of the cations of the layer with which they interact (or vice versa).
Spectroscopic data
UV–Vis spectra
The UV–Vis spectrum of compound 1 in DMSO exhibits bands due to the π–π* transitions of the phen ligand in the UV region. We assign the band at 417 nm to the O22− → V charge transfer transition [36] and that at 790 nm to the d–d transition of Ni(II) (Table 3, Fig. 3) [22]. The dominant band in the visible region of the spectrum corresponding to the CT transition in the compound is responsible for the red colour typical for monoperoxido complexes of vanadium(V), while the pink colour expected for the [Ni(phen)3]2+ cation is entirely suppressed [37].
Infrared spectra
The IR spectrum of compound 1 contains characteristic bands of coordinated phen ligands, the bands of the VO(O2) group, as well as the bands of water molecules (Fig. 4). Stretching vibrations of water molecules occur at 3374 and 3280 cm−1. The very strong band corresponding to ν(C=O) is observed at 1622 cm−1, and the strong bands assigned to coordinated phen molecules at 1516, 1426, 849 and 726 cm−1. The characteristic bands of the VO(O2) group occur at 968–990 cm−1 for (ν(V=O)) and at 929 cm−1 for (ν(Op–Op) (Op—oxygen atom of peroxido ligand).
51V NMR spectra
The decomposition of the complex in solution proceeds with the consecutive release of oxygen from the peroxide group. We investigated the decomposition process in DMSO by means of 51V NMR spectroscopy, although due to the complexity of the spectra we were able to make only a tentative assignment of chemical shifts [29, Table 4, Fig. 5]. Based on our previous speciation study of vanadates in DMSO solutions [29], we can rule out the presence of common vanadates as decomposition products in this system as their signals should appear in the region ≈ −545 to −570 ppm (i.e., H2VO4−, H2V2O72−, V4O124−, V5O155−).
The 51V NMR spectrum of the complex in DMSO solution contains nine signals besides several very weak peaks. These nine signals exhibit different behaviour, when the time dependence of the spectra is taken into account:
-
(i)
Monotonous decrease of the intensity with time. This is valid for the most intense signal in the spectrum measured immediately after dissolution at −553 ppm (Fig. 5a). We attribute this signal to the original anion in the compound, which undergoes successive decomposition. Similar behaviour is observed for the weak signal at −597 ppm, which can be assigned to diperoxido species [29, Table 4] and signals at −522 and −463 ppm attributable to monoperoxido mandelato complexes of vanadium.
-
(ii)
The intensity of signals increases at the beginning, then decreases. This behaviour concerns the signals at −540, −534 and −511 ppm, which can be assigned to peroxidovanadium species (without mandelic acid) [29] and a signal at −495 ppm attributable to monoperoxido mandelato complexes of vanadium [29].
-
(iii)
The intensity of only one signal increases continually with time. This signal at −504 ppm can be reliably attributed to the [V2O4(mand)2]2− anion (designated as V2L2).
Thus, in spite of the complicated course of the decomposition process the whole decomposition reaction corresponds to the release of oxygen from the anion in 1: [V2O2(O2)2(mand)2]2− → [V2O4(mand)2]2− + O2. In conclusion, the solvolysis of the complex anion [V2O2(O2)2(mand)2]2− provides a rare example in vanadium(V) chemistry, when upon dissolution several species are formed which give rise to a single product. Based on 51V NMR investigations, the ligand‒vanadate equilibria are usually complicated, and the presence of vanadate oligomers is common. In the case of compound 1, however, we observed a completely opposite type of reactivity.
Thermal decomposition
The TG curves of [Ni(phen)3]2[(V2O2(O2)2((S)-mand)2)][(V2O2(O2)2((R)-mand)2)]·18H2O proceeds in several steps (Fig. 6). We can propose the release of crystal water (endothermic peak at ≈ 100 °C, calc. mass loss 12.87%, found 9.56%). The difference between calculated and experimental mass loss is due to the instability of the compound (as mentioned in the Experimental section). Moreover, solvent can be liberated also at higher temperatures and an overlap between the processes of the release of the solvent and decomposition of a peroxide group can occur.
The next steps of decomposition that are accompanied by exothermic effects on the DTA curves at ≈ 175, ≈ 420 and ≈ 504 °C correspond to the decomposition of the peroxidic oxygen and organic ligands. The final product of thermal decomposition is Ni(VO3)2 with a very small admixture of V2O5 (calc. residue 20.37%, found 20.61%). Figure 7 features a typical IR spectrum of Ni(VO3)2 [22] with a very weak band of V2O5 at ~ 1020 cm−1.
Conclusion
We have reported herein the synthesis and characterization of [Ni(phen)3]2[(V2O2(O2)2((S)-mand)2)][(V2O2(O2)2((R)-mand)2)]·18H2O as a new hybrid metal–organic compound comprised of nickel(II) and vanadium(V) coordination entities coupled stereoselectively in the solid state by packing into homochiral layers. The compound provides Ni(VO3)2 as the dominating product of its thermal decomposition. Upon dissolution in DMSO, the compound gives rise to [V2O4(mand)2]2− as the single final product.
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Acknowledgements
Open access funding provided by Austrian Science Fund (FWF). This work was supported by the Scientific Grant Agency of the Ministry of Education of Slovak Republic and Slovak Academy of Sciences VEGA Project No. 1/0507/17, as well as by the Slovak Research and Development Agency (APVV-17-0324). LK acknowledges support from the Austrian Science Fund (FWF), Project No. M2200, and the University of Vienna. RG acknowledges support from Charles University Centre of Advanced Materials (CUCAM) (OP VVV Excellent Research Teams) CZ.02.1.01/0.0/0.0/15_003/0000417.
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Šimuneková, M., Schwendt, P., Gyepes, R. et al. Trapping ionic dimers of dinuclear peroxido mandelato complexes of vanadium(V) into cavities constructed from Δ- and Λ-[Ni(phenanthroline)3]2+ cations: a precursor to Ni(VO3)2. Transit Met Chem 44, 747–754 (2019). https://doi.org/10.1007/s11243-019-00344-0
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DOI: https://doi.org/10.1007/s11243-019-00344-0