Host–Guest Chemistry: Oxoanion Recognition Based on Combined Charge‐Assisted C−H or Halogen‐Bonding Interactions and Anion⋅⋅⋅Anion Interactions Mediated by Hydrogen Bonds
Several bis-triazolium-based receptors have been synthesized and their anion-recognition capabilities have been studied. The central chiral 1,1'-bi-2-naphthol (BINOL) core features either two aryl or ferrocenyl end-capped side arms with central halogen- or hydrogen-bonding triazolium receptors. NMR spectroscopic data indicate the simultaneous occurrence of several charge-assisted aliphatic and heteroaromatic C-H noncovalent interactions and combinations of C-H hydrogen and halogen bonding. The receptors are able to selectively interact with HP2 O7 (3-) , H2 PO4 (-) , and SO4 (2-) anions, and the value of the association constant follows the sequence: HP2 O7 (3-) >SO4 (2-) >H2 PO4 (-) . The …
Synthesis, Structure and Anion Sensing Properties of a Dicationic Bis(imidazolium)-Based Cyclophane
The preparation and sensing properties of a tetracyclic cyclophane receptor containing two imidazolium rings as anion binding sites and two fluorene rings as fluorescent signaling units, are reported. The receptor behaves as a selective fluorescent chemosensor molecule for inorganic phosphates. H-NMR spectroscopical data clearly indicate the simultaneous occurrence of charge-assisted aromatic and aliphatic C−H noncovalent interactions. PCM/DFT calculations have been carried out to predict the structures of the complexes formed with one and two molecules of PF , HPO and HPO .
Exploiting 1,4-naphthoquinone and 3-iodo-1,4-naphthoquinone motifs as anion binding sites by hydrogen or halogen-bonding interactions
We describe here the utilization of 1,4-naphthoquinone and 3-iodo-1,4-naphthoquinone motifs as new anion binding sites by hydrogen- or halogen-bonding interactions, respectively. These binding sites have been integrated in bidentate ester based receptors. Emission experiments reveal that both receptors selectively recognize sulfate anions, which induced a remarkable increase of a new emission band attributed to the formation of π-stacking interactions between two 1,4-naphthoquinone units. Absorption spectroscopy and mass spectrometry indicate the disruption of the ester group of the 1,4-naphthoquinone based receptor in the presence of HP2O73−, H2PO4−, F−, AcO− and C6H5CO2− and in the haloge…
Triazole-Containing [FeFe] Hydrogenase Mimics: Synthesis and Electrocatalytic Behavior
Through a Cu-catalyzed Huisgen cycloaddition between terminal alkynes and azides (CuAAC) reaction, azide [(μ-SCH2)2N(4-N3C6H4)Fe2(CO)6] has demonstrated to be a robust and versatile reagent able to...
2,4,5-Trimethylimidazolium Scaffold for Anion Recognition Receptors Acting Through Charge-Assisted Aliphatic and Aromatic C–H Interactions
A series of two-armed 2,4,5-trimethylimidazolium-based oxoanion receptors, which incorporate two end-capped photoactive anthracene rings, being the central core an aromatic or heteroaromatic ring, has been designed. In the presence of HP2O7(3-), H2PO4(-), and SO4(2-) anions, (1)H- and (31)P NMR spectroscopical data clearly indicate the simultaneous occurrence of several charge-assisted aliphatic and aromatic C-H noncovalent interactions, i.e., significant downfield shifts were observed for the imidazolium C(2)-CH3 protons, the methylene N-CH2 protons, and the inner aromatic proton or the outer heteroaromatic protons. Density functional theory calculations confirm the occurrence of these non…
CCDC 1456591: Experimental Crystal Structure Determination
Related Article: Paula Sabater, Fabiola Zapata, Antonio Caballero, Israel Fernández, Carmen Ramirez de Arellano, and Pedro Molina|2016|J.Org.Chem.|81|3790|doi:10.1021/acs.joc.6b00468
CCDC 1915911: Experimental Crystal Structure Determination
Related Article: Encarnación Navarro-García, María D. Velasco, Fabiola Zapata, Antonio Bauzá, Antonio Frontera, Carmen Ramírez de Arellano, Antonio Caballero|2019|Dalton Trans.|48|11813|doi:10.1039/C9DT02012H
CCDC 1884097: Experimental Crystal Structure Determination
Related Article: Alba D. Merinero, Alba Collado, Luis Casarrubios, Mar Gómez-Gallego, Carmen Ramírez de Arellano, Antonio Caballero, Fabiola Zapata, Miguel A. Sierra|2019|Inorg.Chem.|58|16267|doi:10.1021/acs.inorgchem.9b02813
CCDC 1915912: Experimental Crystal Structure Determination
Related Article: Encarnación Navarro-García, María D. Velasco, Fabiola Zapata, Antonio Bauzá, Antonio Frontera, Carmen Ramírez de Arellano, Antonio Caballero|2019|Dalton Trans.|48|11813|doi:10.1039/C9DT02012H
CCDC 1884096: Experimental Crystal Structure Determination
Related Article: Alba D. Merinero, Alba Collado, Luis Casarrubios, Mar Gómez-Gallego, Carmen Ramírez de Arellano, Antonio Caballero, Fabiola Zapata, Miguel A. Sierra|2019|Inorg.Chem.|58|16267|doi:10.1021/acs.inorgchem.9b02813
CCDC 1448934: Experimental Crystal Structure Determination
Related Article: Lidia Gonzalez, Fabiola Zapata, Antonio Caballero, Pedro Molina, Carmen Ramirez de Arellano, Ibon Alkorta, Jose Elguero|2016|Chem.-Eur.J.|22|7533|doi:10.1002/chem.201600379
CCDC 1448935: Experimental Crystal Structure Determination
Related Article: Lidia Gonzalez, Fabiola Zapata, Antonio Caballero, Pedro Molina, Carmen Ramirez de Arellano, Ibon Alkorta, Jose Elguero|2016|Chem.-Eur.J.|22|7533|doi:10.1002/chem.201600379