Biomimetic Modeling of Copper Complexes: A Study of Enantioselective Catalytic Oxidation on D-(+)-Catechin and L-(−)-Epicatechin with Copper Complexes. (1st September 2008)

• Record Type: Journal Article
• Authors: Mutti, Francesco G.; Pievo, Roberta; Sgobba, Maila; Gullotti, Michele; Santagostini, Laura
• Other Names: Fontecave Marc Academic Editor.
• Is Part Of: Bioinorganic chemistry and applications. Volume 2008(2008)
• Publication Date: 2008-09-01
• Subjects: Bioinorganic chemistry -- Periodicals; Bioinorganic chemistry; Biochemistry; Inorganic Chemistry; Chemistry, Bioinorganic; Periodicals; 572.51
• DOI: 10.1155/2008/762029
• Languages: English
• ISSNs: 1565-3633

Abstract

Abstract : The biomimetic catalytic oxidations of the dinuclear and trinuclear copper(II) complexes versus two catechols, namely, D -(+)-catechin andL -(− )-epicatechin to give the corresponding quinones are reported. The unstable quinones were trapped by the nucleophilic reagent, 3-methyl-2-benzothiazolinone hydrazone (MBTH), and have been calculated the molar absorptivities of the different quinones. The catalytic efficiency is moderate, as inferred by kinetic constants, but the complexes exhibit significant enantio-differentiating ability towards the catechols, albeit for the dinuclear complexes, this enantio-differentiating ability is lower. In all cases, the preferred enantiomeric substrate isD -(+)-catechin to respect the other catechol, because of the spatial disposition of this substrate.