Literature DB >> 29537258

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

Thomas M Pangia1, Casey G Davies2, Joshua R Prendergast2,3, Jesse B Gordon1, Maxime A Siegler1, Guy N L Jameson2,3, David P Goldberg1.   

Abstract

A nonheme iron(III) terminal methoxide complex, [FeIII(N3PyO2Ph)(OCH3)]ClO4, was synthesized. Reaction of this complex with the triphenylmethyl radical (Ph3C•) leads to formation of Ph3COCH3 and the one-electron-reduced iron(II) center, as seen by UV-vis, EPR, 1H NMR, and Mössbauer spectroscopy. These results indicate that homolytic Fe-O bond cleavage occurs together with C-O bond formation, providing a direct observation of the "radical rebound" process proposed for both biological and synthetic nonheme iron centers.

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Year:  2018        PMID： 29537258      PMCID： PMC6047074          DOI： 10.1021/jacs.7b12707

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  31 in total

1.  Synthesis, characterization, and electrochemical properties of a series of sterically varied iron(II) alkoxide precursors and their resultant nanoparticles.

Authors:  Timothy J Boyle; Leigh Anna M Ottley; Christopher A Apblett; Constantine A Stewart; Sarah M Hoppe; Krista L Hawthorne; Mark A Rodriguez
Journal:  Inorg Chem       Date:  2011-06-03       Impact factor: 5.165

2.  Reactivity of a Fe(III)-Bound Methoxide Supported with a Tris(thiolato)phosphine Ligand: Activation of C-Cl Bond in CH2Cl2 by Nucleophilic Attack of a Fe(III)-OCH3 Moiety.

Authors:  Kai-Chun Chang; Ching-Ju Huang; Ya-Ho Chang; Zong-Han Wu; Ting-Shen Kuo; Hua-Fen Hsu
Journal:  Inorg Chem       Date:  2015-12-23       Impact factor: 5.165

Review 3.  To rebound or dissociate? This is the mechanistic question in C-H hydroxylation by heme and nonheme metal-oxo complexes.

Authors:  Kyung-Bin Cho; Hajime Hirao; Sason Shaik; Wonwoo Nam
Journal:  Chem Soc Rev       Date:  2016-03-07       Impact factor: 54.564

4.  Experimental Correlation of Substrate Position with Reaction Outcome in the Aliphatic Halogenase, SyrB2.

Authors:  Ryan J Martinie; Jovan Livada; Wei-chen Chang; Michael T Green; Carsten Krebs; J Martin Bollinger; Alexey Silakov
Journal:  J Am Chem Soc       Date:  2015-05-19       Impact factor: 15.419

5.  Formation of a ruthenium(IV)-oxo complex by electron-transfer oxidation of a coordinatively saturated ruthenium(II) complex and detection of oxygen-rebound intermediates in C-H bond oxygenation.

Authors:  Takahiko Kojima; Kazuya Nakayama; Kenichiro Ikemura; Takashi Ogura; Shunichi Fukuzumi
Journal:  J Am Chem Soc       Date:  2011-07-06       Impact factor: 15.419

Review 6.  Hydrocarbon hydroxylation by cytochrome P450 enzymes.

Authors:  Paul R Ortiz de Montellano
Journal:  Chem Rev       Date:  2010-02-10       Impact factor: 60.622

7.  Substrate positioning controls the partition between halogenation and hydroxylation in the aliphatic halogenase, SyrB2.

Authors:  Megan L Matthews; Christopher S Neumann; Linde A Miles; Tyler L Grove; Squire J Booker; Carsten Krebs; Christopher T Walsh; J Martin Bollinger
Journal:  Proc Natl Acad Sci U S A       Date:  2009-10-06       Impact factor: 11.205

8.  Secondary coordination sphere influence on the reactivity of nonheme iron(II) complexes: an experimental and DFT approach.

Authors:  Sumit Sahu; Leland R Widger; Matthew G Quesne; Sam P de Visser; Hirotoshi Matsumura; Pierre Moënne-Loccoz; Maxime A Siegler; David P Goldberg
Journal:  J Am Chem Soc       Date:  2013-07-15       Impact factor: 15.419

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

Authors:  Xiongyi Huang; John T Groves
Journal:  J Biol Inorg Chem       Date:  2016-12-01       Impact factor: 3.358

10.  Structural analysis of an open active site conformation of nonheme iron halogenase CytC3.

Authors:  Cintyu Wong; Danica Galonić Fujimori; Christopher T Walsh; Catherine L Drennan
Journal:  J Am Chem Soc       Date:  2009-04-08       Impact factor: 15.419
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  8 in total

1.  Steric Enforcement of cis-Epoxide Formation in the Radical C-O-Coupling Reaction by Which (S)-2-Hydroxypropylphosphonate Epoxidase (HppE) Produces Fosfomycin.

Authors:  Shengbin Zhou; Juan Pan; Katherine M Davis; Irene Schaperdoth; Bo Wang; Amie K Boal; Carsten Krebs; J Martin Bollinger
Journal:  J Am Chem Soc       Date:  2019-12-11       Impact factor: 15.419

2.  A Mononuclear Nonheme Iron(IV)-Amido Complex Relevant for the Compound II Chemistry of Cytochrome P450.

Authors:  Xiaoyan Lu; Xiao-Xi Li; Mi Sook Seo; Yong-Min Lee; Martin Clémancey; Pascale Maldivi; Jean-Marc Latour; Ritimukta Sarangi; Shunichi Fukuzumi; Wonwoo Nam
Journal:  J Am Chem Soc       Date:  2018-12-20       Impact factor: 15.419

3.  Dioxygen-Derived Nonheme Mononuclear FeIII(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

4.  Mechanistic Studies on the Hexadecafluorophthalocyanine-Iron-Catalyzed Wacker-Type Oxidation of Olefins to Ketones*.

Authors:  Florian Puls; Felix Seewald; Vadim Grinenko; Hans-Henning Klauß; Hans-Joachim Knölker
Journal:  Chemistry       Date:  2021-10-27       Impact factor: 5.020

5.  Halogen Transfer to Carbon Radicals by High-Valent Iron Chloride and Iron Fluoride Corroles.

Authors:  Geoffrey W Farley; Maxime A Siegler; David P Goldberg
Journal:  Inorg Chem       Date:  2021-10-28       Impact factor: 5.436

6.  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.

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

7.  Structures, Spectroscopic Properties, and Dioxygen Reactivity of 5- and 6-Coordinate Nonheme Iron(II) Complexes: A Combined Enzyme/Model Study of Thiol Dioxygenases.

Authors:  Jesse B Gordon; Jeremy P McGale; Joshua R Prendergast; Zahra Shirani-Sarmazeh; Maxime A Siegler; Guy N L Jameson; David P Goldberg
Journal:  J Am Chem Soc       Date:  2018-10-22       Impact factor: 15.419

8.  Temperature-Dependent Reactivity of a Non-heme FeIII(OH)(SR) Complex: Relevance to Isopenicillin N Synthase.

Authors:  Vishal Yadav; Maxime A Siegler; David P Goldberg
Journal:  J Am Chem Soc       Date:  2020-12-24       Impact factor: 15.419
  8 in total

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