Preparation of mono- and binuclear complexes of copper(II), nickel(II), cobalt(II), iron(III) and vanadyl(V) with 2,2′-dihydroxy-3,3′-diacetyl-5,5′-dichlorodiphenylmethane

Abstract

The synthesis of mononuclear complexes M(HL) 2· nS [M = copper(II), nickel(II) and cobalt(II), S = solvent] and M′(HL) 2OH· nS [M′ = iron(III) and vanadyl(V)] and of the binuclear complexes M 2L 2· nS [M = copper(II), nickel(II) and cobalt(II)] and Fe 2L 2(OH) 2·H 2O and (VO) 2L 2SO 4·4H 2O derived from 2,2′-dihydroxy-3,3′-diacetyl-5,5′-dichlorodiphenylmethane (H 2L) is reported. Their coordination geometry is discussed on the basis of physico-chemical data. Magnetic measurements at room temperature suggest that no interactions between metal ions are present in the binuclear chelates. Iron(III) and vanadyl(V) complexes were used as catalysts for the oxidation of 3,5-di-t-butyl-1,2-dihydroxybenzene (3,5-DBTC). From the oxidative cleavage, 3,5-di-t-butyl- o-quinone (3,5-DTBQ), 3,5-di-t-butyl-l-oxacyclohepta-3,5-diene-2,7-dione (3,5-DTBODD), 3,5-di-t-butyl-5-carboxymethyl-2-furanone (3,5-DTBCF) and 4,6-di-t-butylpyrone-2-one (4,6-DTBP) were isolated and identified by mass, IR and 1H NMR data. The title compound was reacted to give a hexaketone by application of the Wittig method. A polymeric Schiff base was obtained by reaction of the diacetyl derivative with ethylenediamine, also in the presence of nickel(II) perchlorate or boric acid.