Recognition Properties and Self-assembly of Planar [M(2-pyridyl-1,2,3-triazole)2 ]2+ Metallo-ligands
Dan Preston1, James A Findlay1,2, James D Crowley1,2
1Department of Chemistry, University of Otago, PO Box 56, Dunedin, 9054, New Zealand.
Abstract:
Molecular recognition continues to be an area of keen interest for supramolecular chemists. The investigated [M(L)2 ]2+ metallo-ligands (M=PdII , PtII , L=2-(1-(pyridine-4-methyl)-1 H-1,2,3-triazol-4-yl)pyridine) form a planar cationic panel with vacant pyridyl binding sites. They interact with planar neutral aromatic guests through π-π and/or metallophilic interactions. In some cases, the metallo-ligands also interacted in the solid state with AgI either through coordination to the pendant pyridyl arms, or through metal-metal interactions, forming coordination polymers. We have therefore developed a system that reliably recognises a planar electron-rich guest in solution and in the solid state, and shows the potential to link the resultant host-guest adducts into extended solid-state structures. The facile synthesis and ready functionalisation of 2-pyridyl-1,2,3-triazole ligands through copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) "click" chemistry should allow for ready tuning of the electronic properties of adducts formed from these systems.
Related Concept Videos
meta-Directing Deactivators: –NO2, –CN, –CHO, –⁠CO2R, –COR, –CO2H
2° Amines to N-Nitrosamines: Reaction with NaNO2
SN2 Reaction: Kinetics
In a chemical reaction, a relationship exists between the concentration of reactants and the rate at which the reaction proceeds. The study to measure this relationship is known as the kinetics of a chemical reaction. Kinetic studies are used to deduce the rate law of a chemical reaction, which provides information about the species involved during the transition state of the rate-determining step. Thus, kinetic studies help to derive the mechanism of a...
SN2 Reaction: Mechanism
The presence of the more electronegative halogen in the substrate creates a polarized carbon-halide bond. The halide pulls the electron cloud generating an electrophilic center at the carbon atom. Thus, the carbon atom carries a partial positive charge while the halide has a...
SN2 Reaction: Transition State
When the nucleophile approaches the electrophilic carbon with its lone pairs, the halide acts as a leaving group and moves away with the electron-pair bonded to the carbon. Dotted partial bonds represent the bonds being formed or broken...
SN2 Reaction: Stereochemistry
If the substrate is an achiral molecule at the α-carbon, the inversion of configuration is not...


