title: Dual role of 2-tosylaminomethylaniline as a ligand and a nucleophile in the copper-mediated oxidation of methanol.
abstract: Some reactivity in the oxidation of methanol to formaldehyde has been spectroscopically detected on the methanolic mother liquors of a copper(ii) complex of a Schiff base ligand derived from the condensation of 8-hydroxyquinoline-2-carboxaldehyde and 2-tosylaminomethylaniline. An investigation has shown that 2-tosylaminomethylaniline (HA(TS)) plays a dual role in the oxidative process acting as a N-donor ligand and reacting in situ with formaldehyde, which leads to 3-tosyl-1,2,3,4-tetrahydroquinazoline (1). This was characterized by using both spectroscopic and X-ray diffraction techniques. The influence of 8-hydroxyquinoline derivatives, water and ligand stoichiometry on the yield of 1 was studied.
authors.affiliation: Dpto. de Química Inorgánica, Facultad de Química, Universidad de Santiago de Compostela, Avenida de las Ciencias s/n, 15782 Santiago de Compostela, Spain. jesus.sanmartin@usc.es.
authors.forename: Jesus
authors.initials: J
authors.lastname: Sanmartín-Matalobos
authors.forename: Ana M
authors.initials: AM
authors.lastname: García-Deibe
authors.forename: Lucía
authors.initials: L
authors.lastname: Briones-Miguéns
authors.forename: Concepcion
authors.initials: C
authors.lastname: González-Bello
authors.forename: Cristina
authors.initials: C
authors.lastname: Portela-García
authors.forename: Matilde
authors.initials: M
authors.lastname: Fondo