6533b833fe1ef96bd129c176
RESEARCH PRODUCT
Synthesis of a macrobicycle incorporating the tris(pyrazolyl)methane ligand.
Leyong WangJean-claude Chambronsubject
Steric effectsTrisLigandOrganic ChemistryPyrazoleBiochemistryMedicinal chemistryMethanechemistry.chemical_compoundchemistryOrganic chemistryReactivity (chemistry)ChelationPhysical and Theoretical ChemistryBenzenedescription
Steric crowding of the 3-position of tris(pyrazolyl)borate and -methane ligands has produced tetrahedral metal complexes with controlled reactivity. As an alternative, we propose to incorporate the tris(pyrazolyl)methane chelate in a macrobicyclic structure in order to create a cavity with well-defined dimensions and shape. Acid-catalyzed equilibration of excess of the new pyrazole 3-(1H-pyrazol-3-yl)benzenemethanethiol acetate with HC(3,5-Me(2)pz)(3) followed by hydrolysis affords a functionalized tris(pyrazolyl)methane, which reacts with 1,3,5-tris(bromomethyl)benzene in K(2)CO(3)/DMF to give the title compound. [structure: see text]
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2004-02-10 | Organic letters |