74752-74-2Relevant academic research and scientific papers
A bioinspired heterogeneous catalyst based on the model of the manganese-dependent dioxygenase for selective oxidation using dioxygen
Chaignon, Jérémy,Gourgues, Marie,Khrouz, Lhoussain,Moliner, Nicolás,Bonneviot, Laurent,Fache, Fabienne,Castro, Isabel,Albela, Belén
, p. 17336 - 17345 (2017/03/29)
A hybrid bioinspired material with manganese(ii) complexes grafted on the surface of a mesostructured porous silica is investigated. The Mn sites mimic the manganese-dependent dioxygenase (MndD), which is an enzyme that catalyses the oxidation of catechol derivatives. The metal complexes were introduced in the silica using a dinuclear complex [Mn2L2(Cl)2(μ-Cl)2] as a precursor with a clickable ligand N,N′-bis[(pyridin-2-yl)methyl]prop-2-yn-1-amine (L). Azide moieties covalently grafted on MCM-41 type mesoporous silica were utilised to anchor the manganese complex through Huisgen cycloaddition using CuBr(PPh3)3 as a catalyst. A second functional group-trimethylsilyl or pyridine—was grafted on the silica to bring, together with nanopore size confinement, a similar metal environment as in MndD. The mesostructure of the materials was maintained after incorporation of the Mn complex. Catalytic oxidation of 3,5-di-t-butyl-catechol (3,5-DTBC) into quinone occurred without the need of an additional base when the metal complex was confined in the porous solid. In comparision, the oxidation of 4-t-butyl-catechol (4-TBC) that always required a basic media led to a total oxidation into the ortho-quinone, contrary to the molecular analogue.
Reaction of 4-tert-Butylcatechol and Its Derivatives with Methoxy(pyridine)copper(II) Chloride in the Absence of Oxygen. A New Structure Reminiscent of Those Resulting from "Extradiol" Oxidations of Catechols in the Presence of Oxygen
Demmin, Timothy R.,Rogic, Milorad M.
, p. 4210 - 4214 (2007/10/02)
Reaction of methoxy(pyridine)copper(II) chloride with 4-tert-butylcatechol, 4-tert-butyl-1,2-benzoquinone 4-tert-butyl-3-methoxycatechol, 4-tert-butyl-3-chlorocatechol, or 3,5-di-tert-butylcatechol in pyridine in the absence of oxygen provides 2,2-dimetho
