Unexpected formation of a novel pyridinium-containing catecholate ligand and its manganese(iii) complex?

Dalton Transactions Pub Date: 2009-10-02 DOI: 10.1039/B915747F

Abstract

Nucleophilic aromatic substitution of tetrachloro-o-benzoquinone by pyridine and reduction of the o-quinone to the catechol by hydroxylamine forms 1,2-dihydroxy-3,5,6-trichlorobenzene-4-pyridinium chloride. This compound reacts with manganese(II) acetate in air to form chlorobis(3,5,6-trichlorobenzene 4-pyridinium catecholate)manganese(III), which represents the first complex of this ligand class to be structurally characterized by X-ray diffraction; this complex is active in the catalytic reduction of dioxygen to hydrogen peroxide under ambient conditions and turnover frequencies (TOFs) >10?000 h?1 can be obtained.

Graphical abstract: Unexpected formation of a novel pyridinium-containing catecholate ligand and its manganese(iii) complex
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