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Determining the Inherent Selectivity for Carbon Radical Hydroxylation versus Halogenation with FeIII(OH)(X) Complexes: Relevance to the Rebound Step in Non-heme Iron Halogenases
- Source :
- Journal of the American Chemical Society. 142:7259-7264
- Publication Year :
- 2020
- Publisher :
- American Chemical Society (ACS), 2020.
-
Abstract
- The first structural models of the proposed cis-FeIII(OH)(halide) intermediate in the non-heme iron halogenases were synthesized and examined for their inherent reactivity with tertiary carbon radicals. Selective hydroxylation occurs for these cis-FeIII(OH)(X) (X = Cl, Br) complexes in a radical rebound-like process. In contrast, a cis-FeIII(Cl)2 complex reacts with carbon radicals to give halogenation. These results are discussed in terms of the inherent reactivity of the analogous rebound intermediate in both enzymes and related catalysts.
- Subjects :
- Radical
Halide
chemistry.chemical_element
Halogenation
General Chemistry
010402 general chemistry
01 natural sciences
Biochemistry
Medicinal chemistry
Catalysis
0104 chemical sciences
Hydroxylation
chemistry.chemical_compound
Colloid and Surface Chemistry
chemistry
Reactivity (chemistry)
Selectivity
Carbon
Subjects
Details
- ISSN :
- 15205126 and 00027863
- Volume :
- 142
- Database :
- OpenAIRE
- Journal :
- Journal of the American Chemical Society
- Accession number :
- edsair.doi...........02b2ed1ab2b457bb26a43257740ad6f9