Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Structural modeling of iron halogenases: synthesis and reactivity of halide-iron(IV)-oxo compounds.

Literature DB >> 25093575

Structural modeling of iron halogenases: synthesis and reactivity of halide-iron(IV)-oxo compounds.

Oriol Planas¹, Martin Clémancey, Jean-Marc Latour, Anna Company, Miquel Costas.

Abstract

A structural synthetic model of the iron(IV)-oxo-halide active species of non-heme iron dependent halogenases is reported. Compounds with general formula [Fe(IV)(O)(X)(Pytacn)](+) (1-X, X = Cl, Br) have been prepared and characterized spectroscopically and chemically with regard to their oxidizing ability. 1-X performs hydrogen-atom abstraction of C-H bonds at reaction rates 2-3 times faster than the corresponding solvato dicationic species, thus modelling the first step in C-H functionalization taking place in natural halogenation.

Entities: Chemical

Mesh：

Substances：

Year: 2014 PMID： 25093575 DOI： 10.1039/c4cc03234a

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

Keyword Cloud
Cited

15 in total

1. Observation of Radical Rebound in a Mononuclear Nonheme Iron Model Complex.

Authors: Thomas M Pangia; Casey G Davies; Joshua R Prendergast; Jesse B Gordon; Maxime A Siegler; Guy N L Jameson; David P Goldberg
Journal: J Am Chem Soc Date: 2018-03-14 Impact factor: 15.419

2. Dioxygen-Derived Nonheme Mononuclear Fe^III(OH) Complex and Its Reactivity with Carbon Radicals.

Authors: Vishal Yadav; Jesse B Gordon; Maxime A Siegler; David P Goldberg
Journal: J Am Chem Soc Date: 2019-06-20 Impact factor: 15.419

3. Determining the Inherent Selectivity for Carbon Radical Hydroxylation versus Halogenation with Fe^III(OH)(X) Complexes: Relevance to the Rebound Step in Non-heme Iron Halogenases.

Authors: Vishal Yadav; Rodolfo J Rodriguez; Maxime A Siegler; David P Goldberg
Journal: J Am Chem Soc Date: 2020-04-13 Impact factor: 15.419

4. Electronic Structure of the Ferryl Intermediate in the α-Ketoglutarate Dependent Non-Heme Iron Halogenase SyrB2: Contributions to H Atom Abstraction Reactivity.

Authors: Martin Srnec; Shaun D Wong; Megan L Matthews; Carsten Krebs; J Martin Bollinger; Edward I Solomon
Journal: J Am Chem Soc Date: 2016-04-12 Impact factor: 15.419

5. What Drives Radical Halogenation versus Hydroxylation in Mononuclear Nonheme Iron Complexes? A Combined Experimental and Computational Study.

Authors: Emilie F Gérard; Vishal Yadav; David P Goldberg; Sam P de Visser
Journal: J Am Chem Soc Date: 2022-05-10 Impact factor: 16.383

Structural modeling of iron halogenases: synthesis and reactivity of halide-iron(IV)-oxo compounds.

1. Observation of Radical Rebound in a Mononuclear Nonheme Iron Model Complex.

2. Dioxygen-Derived Nonheme Mononuclear Fe^III(OH) Complex and Its Reactivity with Carbon Radicals.

3. Determining the Inherent Selectivity for Carbon Radical Hydroxylation versus Halogenation with Fe^III(OH)(X) Complexes: Relevance to the Rebound Step in Non-heme Iron Halogenases.

4. Electronic Structure of the Ferryl Intermediate in the α-Ketoglutarate Dependent Non-Heme Iron Halogenase SyrB2: Contributions to H Atom Abstraction Reactivity.

5. What Drives Radical Halogenation versus Hydroxylation in Mononuclear Nonheme Iron Complexes? A Combined Experimental and Computational Study.

6. Toward the synthesis of more reactive S = 2 non-heme oxoiron(IV) complexes.

7. Identification and Spectroscopic Characterization of Nonheme Iron(III) Hypochlorite Intermediates.

8. Identification and spectroscopic characterization of nonheme iron(III) hypochlorite intermediates.

Review 9. Beyond ferryl-mediated hydroxylation: 40 years of the rebound mechanism and C-H activation.

10. Statistical analysis of C-H activation by oxo complexes supports diverse thermodynamic control over reactivity.