Corrigendum to “Noncovalent bonding: Stacking interactions of chelate rings of transition metal complexes” [Coord. Chem. Rev. 345 (2017) 318–341]

Malenov, Dušan P.; Janjić, Goran V.; Medaković, Vesna B.; Hall, Michael B.; Zarić, Snežana D.

doi:10.1016/j.ccr.2018.06.009

Cited by 17 publications

(36 citation statements)

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“…The Ni II ion is in the center of a twisted square‐planar coordination sphere, leaving enough space for the coordination of axial ligands (Figure , left). As observed for other complexes coordinated by iminate ligands, the compound shows the formation of dimers through π–π and CH–π interactions with an anti orientation of two adjacent molecules (Figure , right). The separation between the molecules is around 3.75 Å, and the closest distance between two atoms (i.e., the oxygen of one molecule and the imine nitrogen of the other) is 3.73 Å.…”

Section: Resultssupporting

confidence: 64%

Coordination‐Induced Spin‐State Switching with Nickel(II) salpn Complexes: Electronic versus Steric Effects and Influence of Intermolecular Interactions

et al. 2018

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Four nickel(II) salpn (salicylidenepropylene iminate) complexes are investigated concerning their capability to perform CISSS (coordination‐induced spin‐state switching). To this end, pyridine titration experiments are performed with the nickel salpn complexes [Ni(salpn)], [Ni(salpntBuCF3)], [Ni(salpnCF3)] and [Ni(salpnSbenz)]. The electronic‐structural changes are monitored by UV/Vis spectroscopy and Evans NMR spectroscopy. Association constants (K1s and K2), as well as thermodynamic parameters (ΔH, ΔS, and ΔG), for the binding of pyridine are determined. In comparison with porphyrins and porphyrin‐derived systems investigated earlier, the salpn systems exhibit quite different coordination properties. In particular, the fluorinated systems show the formation of dimers due to CH–π and π–π stacking. On the other hand, the investigated compounds coordinate axial ligands with affinities comparable with those of the porphyrin‐based analogs. This renders them eligible for the preparation of LD‐CISSS (light‐driven CISSS) systems, which, in turn, may be applied as functional MRI contrast agents.

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Section: Resultssupporting

confidence: 64%

Coordination‐Induced Spin‐State Switching with Nickel(II) salpn Complexes: Electronic versus Steric Effects and Influence of Intermolecular Interactions

et al. 2018

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“…These findings were supported by quantum chemical calculations, which showed stronger stacking interactions between metal chelate and aromatic rings than between two aromatic rings, such as that of the benzene dimer (−2.73 kcal mol −1 ) . For example, complex containing copper(II) chelates, [Cu(C 3 H 3 O 2 )(CHO 2 )], and benzene stack with an interaction energy of −6.39 kcal mol −1 . In terms of geometry, it was shown that chelate–aryl stacking is similar to aryl–aryl stacking, as the parallel displaced orientation appears more often in the CSD structures than the face‐to‐face orientation …”

Section: Introductionmentioning

confidence: 77%

“…The correlation energies were calculated as the difference between MP2 and HF energies with cc‐pVDZ basis set. The electrostatic interactions were investigated by observing the electrostatic potential surfaces of the complexes and benzene . The electrostatic potentials were mapped from the Gaussian wave functions on the surface defined by the 0.004 e – Å −3 contour of electron density.…”

Section: Methodsmentioning

confidence: 99%

“…Several transition metal ions have been associated with amyloid‐β polypeptide neurotoxicity, and are the possible targets for Alzheimer's disease therapy with ligands that can form stable chelate rings with such ions. Chelate rings are also constituents in many materials and play important roles in crystal engineering . Moreover, chelate rings have a tendency to stack with aromatic rings, which was shown in searches of the Cambridge Structural Database …”

Section: Introductionmentioning

confidence: 97%

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Influence of metal ion on chelate–aryl stacking interactions

Malenov

Hall²,

Zarić

2018

Int J of Quantum Chemistry

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CCSD(T)/CBS and DFT methods are employed to study the stacking interactions of acetylacetonate-type (acac-type) chelates of nickel, palladium, and platinum with benzene. The strongest chelate-aryl stacking interactions are formed by nickel and palladium chelate, with interaction energies of 25.75 kcal mol 21 and 25.73 kcal mol 21 , while the interaction of platinum chelate is weaker, with interaction energy of 25.36 kcal mol 21 . These interaction energies are significantly stronger than stacking of two benzenes, 22.73 kcal mol 21 . The strongest nickel and palladium chelate-aryl interactions are with benzene center above the metal area, while the strongest platinum chelate-aryl interaction is with the benzene center above the C2 atom of the acac-type chelate ring. These preferences arise from very different electrostatic potentials above the metal ions, ranging from very positive above nickel to slightly negative above platinum. While the differences in electrostatic potentials above metal atoms cause different geometries with the most stable interaction among the three metals, the dispersion (correlation energy) component is the largest contribution to the total interaction energy for all three metals.density functional theory, dispersion, electrostatic potentials, metal chelates, stacking interactions 1 | I N TR ODU C TI ON Stacking interactions play very important roles in many important chemical and biological systems. [1] They are primarily recognized as one of the most important forces responsible for the structure of DNA [2,3] and for the stability of protein structure, [4][5][6] where they are established between aromatic moieties. Therefore, most of the studies on stacking interactions have dealt with aromatic molecules. [7][8][9][10][11][12][13][14][15][16][17] Several studies suggested that important and strong stacking interactions can be formed between aromatic and nonaromatic molecules or fragments [18][19][20][21][22][23][24] or between two nonaromatic moieties. [25,26] Most recently, the research on amyloids, that are considered responsible for Alzheimer's disease, showed that aromatic-aliphatic interactions are of greater importance than aromatic-aromatic interactions in amyloid-b polypeptides. [27] Several transition metal ions have been associated with amyloid-b polypeptide neurotoxicity, [28][29][30] and are the possible targets for Alzheimer's disease therapy with ligands that can form stable chelate rings with such ions. Chelate rings are also constituents in many materials [31,32] and play important roles in crystal engineering. [33,34] Moreover, chelate rings have a tendency to stack with aromatic rings, which was shown in searches of the Cambridge Structural Database. [23,35,36] Crystallographic studies showed a preference for stacking of aromatic rings with chelate rings over stacking with other aromatic rings. [36] These findings were supported by quantum chemical calculations, which showed stronger stacking interactions between metal chelate and aromatic rings than between two aromati...

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“…In the oxidative addition transition states, there is an agostic interaction present that steers the N -methyl fragment toward the bisphosphine ligand (scheme 4, 15 and 16 , blue arrow). This interaction, combined with π-stacking ( 16 , CH-π), 21 provides the basis for the facial discrimination of the catalyst approach. With this control element dominating, the methyl substituent of the alkene is oriented away from the chiral ligand (Figure 2), which results in the alkene geometry ( E or Z ) having little impact on the selectivity.…”

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confidence: 99%

Enantioselective Nickel-Catalyzed Mizoroki–Heck Cyclizations To Generate Quaternary Stereocenters

et al. 2017

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The development of enantioselective carbon-carbon bond couplings catalyzed by non-precious metals is highly desirable in terms of cost-efficiency and sustainability. The first nickel-catalyzed enantioselective Mizoroki-Heck coupling is reported. This transformation is accomplished via mild reaction conditions, leveraging on QuinoxP* as a chiral ligand to afford oxindoles containing quaternary stereocenters. Good reactivity and selectivity are observed in the presence of various functional groups. Computational studies suggest that the oxidative addition assembles an atropisomeric intermediate responsible for the facial selectivity of the insertion step.

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Corrigendum to “Noncovalent bonding: Stacking interactions of chelate rings of transition metal complexes” [Coord. Chem. Rev. 345 (2017) 318–341]

Cited by 17 publications

References 0 publications

Coordination‐Induced Spin‐State Switching with Nickel(II) salpn Complexes: Electronic versus Steric Effects and Influence of Intermolecular Interactions

Coordination‐Induced Spin‐State Switching with Nickel(II) salpn Complexes: Electronic versus Steric Effects and Influence of Intermolecular Interactions

Influence of metal ion on chelate–aryl stacking interactions

Enantioselective Nickel-Catalyzed Mizoroki–Heck Cyclizations To Generate Quaternary Stereocenters

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