Ion pair recognition receptor based on an unsymmetrically 1,1'-disubstituted ferrocene-triazole derivative.
The ferrocene-triazole derivative 4, available from 1,1'-bis(diazido)ferrocene by sequential functionalization through click-type chemistry and the Staudinger reaction, is elaborated as a lab-on-a-molecule for the selective sensing of HP(2)O(7)(3-) and Hg(2+). Receptor 4 behaves as a ratiometric fluorescent probe for HP(2)O(7)(3-) with a good selectivity over other anions, whereas in the presence of Hg(2+) it modifies the fluorescent emission of the pyrene unit, acting as a selective on-off fluorescent sensor for Hg(2+) with a low detection limit. The most salient feature of compound 4 is its behavior as an excellent electrooptical ion pair recognition receptor able to simultaneously recogn…
Solid state conformational and theoretical study of complexes containing the (CxN)Pd moiety (CxN = 2-(phenylazo)phenyl-C,N and its derivatives)
Palladium complexes having the 2-(phenylazo)phenyl-C,N ligand exhibit a planar chelating ring with NN and N–C distances longer and shorter respectively than those found in trans-azobenzene. The ligand is not planar upon complexation, the mean angle between the phenyl ring and the chelating one found in the Cambridge Structural Database being of 45.6°. We have quantified and characterised the kind of distortion from planar coordination around metallic centers. The method employed makes use of two improper torsion angles, tetrahedral distortion being most frequently found in phenylazophenyl palladium complexes. Crystal structures of three succinimidate complexes having the title moiety are re…
[3.3]Ferrocenophanes with guanidine bridging units as multisignalling receptor molecules for selective recognition of anions, cations, and amino acids.
The synthesis, electrochemical, and optical properties of a new [3.3]ferrocenophane framework in which two ferrocene subunits, with similar electronic environments, are linked through two substituted guanidine moieties, are reported. The receptors 4-7 have been prepared in good yields by the reaction of bis(carbodiimide) 3 with primary amines. This architecture is exceptionally "tunable" because a variety of "legs" may be appended to the basic [3.3]ferrocenophane scaffold to give a wide range of signaling units. These receptors show remarkable ion-sensing properties, due to the presence of a redox active unit (ferrocene), and an amphoteric binding site (guanidine). In this nitrogen-rich str…
CCDC 893127: Experimental Crystal Structure Determination
Related Article: Francisco Otón , María del Carmen González , Arturo Espinosa , Carmen Ramírez de Arellano , Alberto Tárraga , and Pedro Molina|2012|J.Org.Chem.|77|10083|doi:10.1021/jo301570u