Mononuclear manganese(III) catechol compounds as substrate adduct complexes for manganese-substituted intradiol cleaving catechol dioxygenases

Reddig, N.; Pursche, Daniel; Krebs, Bernt; Rompel, Annette

doi:10.1016/j.ica.2004.02.021

Cited by 20 publications

(13 citation statements)

References 32 publications

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“…The appearance of "couple 1", the reversible couple at positive potential that all manganese complexes with the pppy ligand have, is not apparent for the complexes with a tbpppy ligand. The tbpppy ligand is more easily oxidised than the pppy ligand, [8,41] and for complexes 6 and 8 the peak potentials 1 ox , 1 red and 4 red might not be solely metalcentred. The direct oxidation/reduction potentials of the 4,6-di-tert-butylphenolate arms of the tbpppy ligand are assigned to couples 2 and 3.…”

Section: Cyclic Voltammetrymentioning

confidence: 99%

The Synthesis, Structures and Characterisation of New Mixed‐Ligand Manganese and Iron Complexes with Tripodal, Tetradentate Ligands

et al. 2008

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The preparation of new manganese and iron complexes with the general formula [M(tripod)(anion)] is described, where M = Fe III or Mn III , "tripod" is a dianionic tetradentate tripodal ligand and the anion is a chelating β-diketonate, 8-oxyquinoline or acetate. The synthesis of this type of complexes was found to be straightforward, which allows for the preparation of a large variety of such coordination compounds. The complexes are characterised by X-ray crystallography, infrared spectroscopy, UV/Vis spectroscopy, cyclic voltammetry and elemental analysis. A correlation between the ligand sets and the electron density at the metal centre in the complexes is

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Section: Cyclic Voltammetrymentioning

confidence: 99%

The Synthesis, Structures and Characterisation of New Mixed‐Ligand Manganese and Iron Complexes with Tripodal, Tetradentate Ligands

et al. 2008

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“…170 Other ECDO models have been generated by binding dianionic catecholate ligands to Mn(III) centers. 171,172,173,174,175,176 The resulting complexes often exhibit valence tautomerization between Mn(III)-catecholate and Mn(II)-semiquinone configurations (Fig. 13), where the latter resembles the O 2 •− /Mn(II)/SQ species proposed for the enzymatic mechanism.…”

Section: Scheme 4 Proposed Catalytic Mechanism For Extradiol Catecholmentioning

confidence: 99%

Oxygen activation by mononuclear Mn, Co, and Ni centers in biology and synthetic complexes

Fiedler

Fischer

2016

J Biol Inorg Chem

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The active sites of metalloenzymes that catalyze O-dependent reactions generally contain iron or copper ions. However, several enzymes are capable of activating O at manganese or nickel centers instead, and a handful of dioxygenases exhibit activity when substituted with cobalt. This minireview summarizes the catalytic properties of oxygenases and oxidases with mononuclear Mn, Co, or Ni active sites, including oxalate-degrading oxidases, catechol dioxygenases, and quercetin dioxygenase. In addition, recent developments in the O reactivity of synthetic Mn, Co, or Ni complexes are described, with an emphasis on the nature of reactive intermediates featuring superoxo-, peroxo-, or oxo-ligands. Collectively, the biochemical and synthetic studies discussed herein reveal the possibilities and limitations of O activation at these three "overlooked" metals.

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“…Crystals suitable for X-ray diffraction were obtained by slow evaporation of a solution of 5 in a 1:1 mixture of methanol and diethyl ether. C 32 …”

Section: H 2 [L5]mentioning

confidence: 99%

Synthesis, Structure, and C–C Cross‐Coupling Activity of (Amine)bis(phenolato)iron(acac) Complexes

2011

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A series of (amine)bis(phenolato)iron(III)acac complexes has been prepared and characterized. Reaction of Fe(acac)3 with the diprotonated linear tetradentate proligand N,N′‐bis(4,6‐di‐tert‐butyl‐2‐methylphenol)‐N,N′‐dimethyl‐1,2‐diaminoethane, H2[L1], and tripodal tetradentate ligand precursors dimethylaminoethylamino‐N,N‐bis(2‐methylene‐4,6‐di‐tert‐butylphenol), H2[L2], dimethylaminoethylamino‐N,N‐bis(2‐methylene‐4‐methyl‐6‐tert‐butylphenol), H2[L3], 2‐methoxyethylamino‐N,N‐bis(2‐methylene‐4,6‐di‐tert‐butylphenol), H2[L4], 2‐methoxyethylamino‐N,N‐bis(2‐methylene‐4‐methyl‐6‐tert‐butylphenol), H2[L5], and 2‐methoxyethylamino‐N,N‐bis(2‐methylene‐4,6‐dimethylphenol), H2[L6], produces the distorted octahedral FeIII complexes [L1]Fe(acac) (1), [L2]Fe(acac) (2), [L3]Fe(acac) (3), [L4]Fe(acac) (4), [L5]Fe(acac) (5), and [L6]Fe(acac) (6). In all of these complexes, the phenolato oxygen atoms are cis‐oriented. The paramagnetic FeIII complexes 1–6 were also characterized by UV/Vis and IR spectroscopy, mass spectrometry, cyclic voltammetry, and magnetic measurements. Single crystal X‐ray molecular structures have been determined for complexes 1, 2, 3, 5, and the proligand H2[L6]. Preliminary investigations of complexes 1–6 for catalytic cross‐coupling reactions of aryl Grignard reagents with cyclic and acyclic secondary alkyl halides and benzyl halides were performed. While the activity for cyclohexyl chlorides and bromides was high, cross‐coupling of benzyl halides was moderate and 2‐bromo‐ and 2‐chlorobutane gave poor yields of cross‐coupled product.

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Mononuclear manganese(III) catechol compounds as substrate adduct complexes for manganese-substituted intradiol cleaving catechol dioxygenases

Cited by 20 publications

References 32 publications

The Synthesis, Structures and Characterisation of New Mixed‐Ligand Manganese and Iron Complexes with Tripodal, Tetradentate Ligands

The Synthesis, Structures and Characterisation of New Mixed‐Ligand Manganese and Iron Complexes with Tripodal, Tetradentate Ligands

Oxygen activation by mononuclear Mn, Co, and Ni centers in biology and synthetic complexes

Synthesis, Structure, and C–C Cross‐Coupling Activity of (Amine)bis(phenolato)iron(acac) Complexes

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