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US 6,441,164 B2Granted
Wurster's crown ligands
AssigneeEast Carolina University
InventorJohn W. Sibert
Life of this patent
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Abstract
Wurster's crown ligands comprise a macrocyclic ligand such as a crown ether in which a hetero atom is substituted with a 1,4-phenylenediamine group. The phenylenediamine group is covalently bound to the macrocyclic ligand by one or both of the amine nitrogens, the amine nitrogen thereby substituting for the hetero atom of the macrocyclic ligand. The resulting compounds are redox active. Methods of making and using the compounds are also disclosed.
Claims15
A redox active macrocyclic ligand of Formula 1B:
- wherein ring B represents a macrocyclic ligand;
- and R is C1-C4 loweralkyl.
A method of binding a substrate, comprising:
- contacting a redox-active macrocyclic ligand to a substrate bound by said redox-active macrocyclic ligand, said redox active macroacrylic ligand being a compounds of Formula 1B:
- wherein ring B represents a macrocyclic ligand;
- and
- R is C1-C4 loweralkyl.
1 more element
A method of making a compound of Formula 1B:
- wherein ring B represents a macrocyclic ligand and R represents C1-C4 loweralkyl;
- said method comprising combining N,N′-dimethyl-1,4-p-phenylenediamine with an acyclic precursor of a macrocyclic ligand, which acyclic precursor is end-terminated on both ends with a sulfonate or halide group, in a polar aprotic solvent under basic conditions to produce the compound of Formula 1B.
Dependencies are inferred from the claim text.