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Cation–π interaction

Cation–π interaction is a noncovalent molecular interaction between the face of an electron-rich π system (e.g. benzene, ethylene, acetylene) and an adjacent cation (e.g. Li+, Na+). This interaction is an example of noncovalent bonding between a monopole (cation) and a quadrupole (π system). Bonding energies are significant, with solution-phase values…

In nature, Nature of the cation–π interaction & Overview

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In nature

HydrophobicAmino acidPhenylalanineTryptophanTyrosine
28 related topics

Nature of the cation–π interaction

AromaticAlkali metalNitrogenousElectrostatic potential energyDougherty
12 related topics

Overview

NoncovalentMolecular interactionΠ systemBenzeneEthylene
24 related topics

Factors influencing the cation–π bond strength

SolvationElectrostaticsCoulomb's lawGibbs free energyIonic radius
10 related topics

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Overview

Origin of the effect

Nature of the cation–π interaction

Factors influencing the cation–π bond strength

Relative interaction strength

In nature

In synthetic systems

Anion–π interaction

Sources

  • Doi Doi (identifier)
  • PMID PMID (identifier)
  • Bibcode Bibcode (identifier)
  • ISSN ISSN (identifier)
  • S2CID S2CID (identifier)

Advanced semantic analysis

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Map overview Semantic statistics

Cation–π interaction

Nodes106
Edges105
Triples112
Avg. degree1.98
Density0.018868
Components1

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Cation–π interaction

Top relations

related to Sources · 14
Cation–π interaction → Acetylcholine, Bibcode, Chem, Dec, Dougherty, Interaction, ISSN, Ma, PMID, Rev, S2CID, Science, Stauffer, The Cation
related to Role in protein structure · 13
Cation–π interaction → Arg, Asn, Burley, Early, Furthermore, Gln, His, Lys, Petsko, Phe, Trp, Tyr, Waals
related to Nature of the cation–π interaction · 12
Cation–π interaction → Dougherty, Electrostatic, For, It, Na, Polarization, Practically, Studies, The, The Electrostatic Model, Waals, While
related to Molecular recognition and signaling · 9
Cation–π interaction → Acetylcholine, Alzheimer's, An, Dougherty, Nicotine, Parkinson's, Strong, Studies, The
related to Geometry · 7
Cation–π interaction → Cation, Energies, Equilibrium, For, Sherrill, The, Variations
related to In nature · 7
Cation–π interaction → Cation, DNA, In, Nature's, Recently, The, While
related to Supramolecular receptors · 7
Cation–π interaction → Bergman, It, More, N-alkylation, Raymond, Some, The
related to Enzyme catalysis · 6
Cation–π interaction → Cation, For, Polycyclization, Since, The, This
related to Nature of the cation · 6
Cation–π interaction → Coulomb's, For, From, Gibbs, Since, The
has effect · 5
Cation–π interaction → Any, For, Most, The, This

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Important terminology

cation interaction interactions binding aromatic system benzene effect also protein example quadrupole cations electrostatic strength systems charge charged energy energies

Entity relationships Subject–Predicate–Object triples

SubjectPredicateObjectConfidenceSrc
Cation–π interactionis anoncovalent molecular interaction between the face of an electron-rich π system0.90text
cyclohexane should be good cationinstance ofaliphatic compounds0.80text
charged amino acid side chainsinstance ofare capable of binding to cationic species0.80text
metal ionsinstance ofare capable of binding to cationic species0.80text
small-molecule neurotransmittersinstance ofare capable of binding to cationic species0.80text
pharmaceutical agentsinstance ofare capable of binding to cationic species0.80text
Cation–π interactionhas effectThe0.60section
Cation–π interactionhas effectMost0.60section
Cation–π interactionhas effectAny0.60section
Cation–π interactionhas effectFor0.60section
Cation–π interactionhas effectThis0.60section
Cation–π interactionrelated to Anion–π interactionIn0.60section

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