Isolation of a 2-hydroxytetrahydrofuran complex from copper-promoted hydroxylation of THF

Abstract

A complex of a binucleating macrocyclic ligand comprising a [Cu II(μ-OH)Na]2+ core reacts with CuI in THF/CH 3CN to yield a novel species with a deprotonated 2- hydroxytetrahydrofuran (THF-2-ol) bridging between CuII and Na I ions. The complexes were characterized by X-ray crystallography, electron paramagnetic resonance spectroscopy, and electrospray ionization mass spectrometry. 18O-labeling studies support incorporation of the O atom from μ-OH into the coordinated THF-2-ol ligand. © 2013 American Chemical Society.