Synthesis of a macrobicycle incorporating the tris(pyrazolyl)methane ligand.
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]
Wang
Leyong
L
Université de Bourgogne, Laboratoire d'Ingénierie Moléculaire pour la Séparation et les Applications des Gaz (CNRS, UMR 5633), 6 Boulevard Gabriel, 21100 Dijon, France.
Chambron
Jean-Claude
JC