Literature DB >> 28766325

C-H Activation from Iron(II)-Nitroxido Complexes.

Claudia Kleinlein1, Andrew J Bendelsmith1, Shao-Liang Zheng1, Theodore A Betley1.   

Abstract

The reaction of nitroxyl radicals n class="Chemical">TEMPO (2,2',6,6'-tetramethylpiperidinyloxyl) and AZADO (2-azaadamantane-N-oxyl) with an iron(I) synthon affords iron(II)-nitroxido complexes (Ar L)Fe(κ1 -TEMPO) and (Ar L)Fe(κ2 -N,O-AZADO) (Ar L=1,9-(2,4,6-Ph3 C6 H2 )2 -5-mesityldipyrromethene). Both high-spin iron(II)-nitroxido species are stable in the absence of weak C-H bonds, but decay via N-O bond homolysis to ferrous or ferric iron hydroxides in the presence of 1,4-cyclohexadiene. Whereas (Ar L)Fe(κ1 -TEMPO) reacts to give a diferrous hydroxide [(Ar L)Fe]2 (μ-OH)2 , the reaction of four-coordinate (Ar L)Fe(κ2 -N,O-AZADO) with hydrogen atom donors yields ferric hydroxide (Ar L)Fe(OH)(AZAD). Mechanistic experiments reveal saturation behavior in C-H substrate and are consistent with rate-determining hydrogen atom transfer.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; dipyrrin ligand; hydrogen atom abstraction; iron complexes; nitroxyl radical

Mesh:

Substances:

Year:  2017        PMID: 28766325      PMCID: PMC5672810          DOI: 10.1002/anie.201706594

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  29 in total

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6.  Ground State and Excited State Tuning in Ferric Dipyrrin Complexes Promoted by Ancillary Ligand Exchange.

Authors:  Claudia Kleinlein; Shao-Liang Zheng; Theodore A Betley
Journal:  Inorg Chem       Date:  2017-04-24       Impact factor: 5.165

7.  A low-spin alkylperoxo-iron(III) complex with weak Fe-O and O-O bonds: implications for the mechanism of superoxide reductase.

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9.  Evidence from mechanistic probes for distinct hydroperoxide rearrangement mechanisms in the intradiol and extradiol catechol dioxygenases.

Authors:  Meite Xin; Timothy D H Bugg
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10.  Demonstration of the heterolytic O-O bond cleavage of putative nonheme iron(II)-OOH(R) complexes for Fenton and enzymatic reactions.

Authors:  Suhee Bang; Sora Park; Yong-Min Lee; Seungwoo Hong; Kyung-Bin Cho; Wonwoo Nam
Journal:  Angew Chem Int Ed Engl       Date:  2014-06-10       Impact factor: 15.336

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

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