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A bis(triazole)benzamide receptor for the complexation of halide anions and neutral carboxylic acid guests. Guest-controlled topicity and self-assemb…

2012

Bis(triazole)benzamide 1 has been readily synthesized by means of Cu-catalyzed 1,3-dipolar cycloaddition and its ability to bind halide anions and neutral gallic acid derivative 12GA has been theoretically and experimentally investigated. The cavity defined by the N-H amide group and the vicinal aromatic hydrogens is suitable to form H-bonding arrays with halide guests. The stability of complexes 1·Cl- and 1·Br- is very similar, as DFT calculations predict and 1H NMR titration experiments confirm. The zigzag "anti" conformation of the molecule generates two regions with complementary positive and negative potentials that favor the statistical complexation of two molecules of the neutral car…

AnionsModels Molecularchemistry.chemical_classificationStereochemistryCarboxylic acidOrganic ChemistryCarboxylic AcidsTriazoleTopicityHalideTriazolesBromineBiochemistryCycloadditionchemistry.chemical_compoundchemistryAmideBenzamidesPolymer chemistryMoleculeChlorinePhysical and Theoretical ChemistryDerivative (chemistry)Org. Biomol. Chem.
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