Activation of Covalent Bonds Through Non‐covalent Interactions

Maharramov, Abel M.; Mahmudov, Kamran T.; Kopylovich, Maximilian N.; Silva, M. Fátima C. Guedes da; Pombeiro, Armando J. L.

doi:10.1002/9781119113874.ch1

Cited by 8 publications

(4 citation statements)

References 57 publications

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“…Weak interactions in biological system are important in terms of the structural and functional aspects [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 ]. Of particular significance are hydrogen bonds [ 19 , 20 ], π–π stacking interactions [ 12 , 13 , 14 ] and other non-covalent interactions, including cation-π, NH-π and CH-π interactions [ 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 ].…”

Section: Introductionmentioning

confidence: 99%

“…Of particular significance are hydrogen bonds [ 19 , 20 ], π–π stacking interactions [ 12 , 13 , 14 ] and other non-covalent interactions, including cation-π, NH-π and CH-π interactions [ 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 ]. These interactions greatly contribute to the construction and stabilization of the highly ordered structures of proteins and other biological molecules, molecular recognition of the substrate and catalytic activity of enzymes [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 ]. From the importance of weak interactions, the functionalization of the metal complexes has been investigated.…”

Section: Introductionmentioning

confidence: 99%

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π–π Stacking Interaction of Metal Phenoxyl Radical Complexes

Oshita

Shimazaki

2022

Molecules

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π–π stacking interaction is well-known to be one of the weak interactions. Its importance in the stabilization of protein structures and functionalization has been reported for various systems. We have focused on a single copper oxidase, galactose oxidase, which has the π–π stacking interaction of the alkylthio-substituted phenoxyl radical with the indole ring of the proximal tryptophan residue and catalyzes primary alcohol oxidation to give the corresponding aldehyde. This stacking interaction has been considered to stabilize the alkylthio-phenoxyl radical, but further details of the interaction are still unclear. In this review, we discuss the effect of the π–π stacking interaction of the alkylthio-substituted phenoxyl radical with an indole ring.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

π–π Stacking Interaction of Metal Phenoxyl Radical Complexes

Oshita

Shimazaki

2022

Molecules

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“…for catalysis [96]. The field originated with the understanding of enzymatic system which is conceptually different from traditional organic chemistry reactions, as it relies on soft force [97–98] or non-covalent interactions [2] such as hydrogen bonding [99], cation–π [100–102], anion–π [103], hydrophobic effect [104–105], halogen bonding [106–109], etc. As enzymes are structurally complex entities and are difficult to modify, supramolecular catalysis proposes a much simpler model to understand the catalytic activity of enzymes.…”

Section: Reviewmentioning

confidence: 99%

Mechanochemistry of supramolecules

Bose¹,

Mal²

2019

Beilstein J. Org. Chem.

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The urge to use alternative energy sources has gained significant attention in the eye of chemists in recent years. Solution-based traditional syntheses are extremely useful, although they are often associated with certain disadvantages like generation of waste as by-products, use of large quantities of solvents which causes environmental hazard, etc. Contrastingly, achieving syntheses through mechanochemical methods are generally time-saving, environmentally friendly and more economical. This review is written to shed some light on supramolecular chemistry and the synthesis of various supramolecules through mechanochemistry.

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“…Noncovalent interactions (NCIs) are a powerful instrument applied in such fields as synthesis, 1 catalysis, 2 , 3 design of photoactive materials, 4 − 6 and biochemistry. 7 , 8 Halogen bonding (XB), in particular, has been found to be a very useful NCI, for example, in the synthesis of self-assembled polymers, 9 , 10 due to its high directionality and possibilities for fine-tuning.…”

Section: Introductionmentioning

confidence: 99%

Studies of Nature of Uncommon Bifurcated I–I···(I–M) Metal-Involving Noncovalent Interaction in Palladium(II) and Platinum(II) Isocyanide Cocrystals

et al. 2021

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Two isostructural trans -[MI 2 (CNXyl) 2 ]·I 2 (M = Pd or Pt; CNXyl = 2,6-dimethylphenyl isocyanide) metallopolymeric cocrystals containing uncommon bifurcated iodine···(metal–iodide) contact were obtained. In addition to classical halogen bonding, single-crystal X-ray diffraction analysis revealed a rare type of metal-involved stabilizing contact in both cocrystals. The nature of the noncovalent contact was studied computationally (via DFT, electrostatic surface potential, electron localization function, quantum theory of atoms in molecules, and noncovalent interactions plot methods). Studies confirmed that the I···I halogen bond is the strongest noncovalent interaction in the systems, followed by weaker I···M interaction. The electrophilic and nucleophilic nature of atoms participating in I···M interaction was studied with ED/ESP minima analysis. In trans -[PtI 2 (CNXyl) 2 ]·I 2 cocrystal, Pt atoms act as weak nucleophiles in I···Pt interaction. In the case of trans -[PdI 2 (CNXyl) 2 ]·I 2 cocrystal, electrophilic/nucleophilic roles of Pd and I are not clear, and thus the quasimetallophilic nature of the I···Pd interaction was suggested.

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Activation of Covalent Bonds Through Non‐covalent Interactions

Cited by 8 publications

References 57 publications

π–π Stacking Interaction of Metal Phenoxyl Radical Complexes

π–π Stacking Interaction of Metal Phenoxyl Radical Complexes

Mechanochemistry of supramolecules

Studies of Nature of Uncommon Bifurcated I–I···(I–M) Metal-Involving Noncovalent Interaction in Palladium(II) and Platinum(II) Isocyanide Cocrystals

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