Vanol is a member of the vaulted biaryl family of ligands and it has been proven to be very effective in a number of asymmetric catalytic reactions. The previous synthesis of vanol, while effective, is limited by the cost of reagents involved. The present work evaluates three different approaches to the synthesis of 3-phenyl-1-naphthol, a key intermediate in the synthesis of vanol. The first ap...

Excited-state proton transfer from 5,8-dicyano-2-naphthol to methanol takes place in CO2/methanol mixtures, in the pressure and temperature ranges of supercritical CO2. The efficiency of the proton-transfer step decreases with the pressure. This is assigned to the perturbation of the methanol clusters solvating the naphthol.

Biliary polycyclic aromatic hydrocarbon (PAH) and alkylphenol (AP) metabolites, hepatic gene expression, and corresponding enzyme activities were determined in the deep-sea fish Alepocephalus rostratus from two sites within the Mediterranean. Biliary metabolites included the hydroxylated PAH metabolites (OH-PAHs) 1-naphthol, 2-naphthol, 9-fluorenol, 9-phenanthrol, and 1-pyrenol and the APs 4-no...

Aryl sulfotransferase (AST) IV (also named tyrosine-ester sulfotransferase and ST1A1) is a major phenol sulfotransferase in the rat, and it catalyzes the sulfation of many drugs, carcinogens, and other xenobiotics that contain phenol, benzylic alcohol, N-hydroxy arylamine, and oxime functional groups. Previous work discovered a stereospecificity of AST IV toward the enantiomers of 1,2,3,4-tetra...

In the title compound, C(24)H(18)N(2)O(4), the phenyl and benzene rings are both oriented almost perpendicular to the naphthalene ring system at dihedral angles of 70.97 (5) and 84.64 (5)°. The former rings make a dihedral angle of 87.15 (6)°. The mol-ecule has a Z configuration about the C=N bond. In the crystal, mol-ecules are connected by a pair of inter-molecular O-H⋯O hydrogen bonds betwee...