Can the Stereogenic 1,1’-Bi-2-naphtol Molecule Be Coordinated to W(VI) or Mo(VI) Peroxo Moieties?

摘要

The reaction of 1,1’-bi-2-naphtol, a well-known stereogenic 1,4- diol used in asymmetric synthesis, with molybdenum(VI) or tungsten(VI) oxoperoxo species at room temperature leads to the cleavage of the carbon-carbon bond linking the two naphtol units with concomitant oxidation generating 2- hydroxy-1,4-naphtoquinone. This later compound acts as a bidentate chelating ligand towards the d0 metal center resulting in an anionic complex, [M(C10H5O3) O(O2)2]-(M=Mo, W), that has been characterized by single crystal X-ray diffraction and IR and Raman spectroscopies. The formation of this compound raises the question as whether or not 1,1’-bi-2- naphtol can be coordinated to peroxo Mo(VI) or W(VI) centers without being oxidatively degraded.