Literature DB >> 19137521

Reactive intermediates in oxygenation reactions with mononuclear nonheme iron catalysts.

Jihae Yoon1, Samuel A Wilson, Yu Kyeong Jang, Mi Sook Seo, Kasi Nehru, Britt Hedman, Keith O Hodgson, Eckhard Bill, Edward I Solomon, Wonwoo Nam.   

Abstract

An advanced intermediate: A nonheme iron(IV) oxo complex [Fe(IV)(O)(bqen)(L)](n+) (bqen = N,N'-dimethyl-N,N'-bis(8-quinolyl)ethane-1,2-diamine, L = CH(3)CN or CF(3)SO(3)(-)) activates the C-H bonds of alkanes and alcohols by a hydrogen-atom abstraction mechanism. The catalytic oxidation of these species is proposed to occur through a nonheme iron(V) oxo species, with a high reactivity in oxidation reactions (see picture).

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Year:  2009        PMID: 19137521      PMCID: PMC2863019          DOI: 10.1002/anie.200802672

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


  30 in total

1.  Direct evidence for oxygen-atom exchange between nonheme oxoiron(IV) complexes and isotopically labeled water.

Authors:  Mi Sook Seo; Jun-Hee In; Sun Ok Kim; Na Young Oh; Jongki Hong; Jinheung Kim; Lawrence Que; Wonwoo Nam
Journal:  Angew Chem Int Ed Engl       Date:  2004-04-26       Impact factor: 15.336

Review 2.  Dioxygen activation at mononuclear nonheme iron active sites: enzymes, models, and intermediates.

Authors:  Miquel Costas; Mark P Mehn; Michael P Jensen; Lawrence Que
Journal:  Chem Rev       Date:  2004-02       Impact factor: 60.622

3.  Formation of an aqueous oxoiron(IV) complex at pH 2-6 from a nonheme iron(II) complex and H2O2.

Authors:  Jochen Bautz; Michael R Bukowski; Marion Kerscher; Audria Stubna; Peter Comba; Achim Lienke; Eckard Münck; Lawrence Que
Journal:  Angew Chem Int Ed Engl       Date:  2006-08-25       Impact factor: 15.336

4.  Self-hydroxylation of perbenzoic acids at a nonheme iron(II) center.

Authors:  Na Young Oh; Mi Sook Seo; Mi Hee Lim; Mark B Consugar; Mi Joo Park; Jan-Uwe Rohde; Jaehong Han; Kwan Mook Kim; Jinheung Kim; Lawrence Que; Wonwoo Nam
Journal:  Chem Commun (Camb)       Date:  2005-10-20       Impact factor: 6.222

5.  Chemical and spectroscopic evidence for an FeV-oxo complex.

Authors:  Filipe Tiago de Oliveira; Arani Chanda; Deboshri Banerjee; Xiaopeng Shan; Sujit Mondal; Lawrence Que; Emile L Bominaar; Eckard Münck; Terrence J Collins
Journal:  Science       Date:  2006-12-21       Impact factor: 47.728

6.  An FeIV=O complex of a tetradentate tripodal nonheme ligand.

Authors:  Mi Hee Lim; Jan-Uwe Rohde; Audria Stubna; Michael R Bukowski; Miquel Costas; Raymond Y N Ho; Eckard Munck; Wonwoo Nam; Lawrence Que
Journal:  Proc Natl Acad Sci U S A       Date:  2003-03-18       Impact factor: 11.205

7.  Kinetics and mechanism of the oxidation of alkylaromatic compounds by a trans-dioxoruthenium(VI) complex.

Authors:  William W Y Lam; Shek-Man Yiu; Douglas T Y Yiu; Tai-Chu Lau; Wing-Ping Yip; Chi-Ming Che
Journal:  Inorg Chem       Date:  2003-12-01       Impact factor: 5.165

Review 8.  The oxo/peroxo debate: a nonheme iron perspective.

Authors:  Lawrence Que
Journal:  J Biol Inorg Chem       Date:  2004-08-05       Impact factor: 3.358

9.  Oxidation of C-H bonds by [(bpy)2(py)RuIVO]2+ occurs by hydrogen atom abstraction.

Authors:  Jasmine R Bryant; James M Mayer
Journal:  J Am Chem Soc       Date:  2003-08-27       Impact factor: 15.419

10.  Biomimetic hydrocarbon oxidation catalyzed by nonheme iron(III) complexes with peracids: evidence for an Fe(V)=O species.

Authors:  Sun Hwa Lee; Jung Hee Han; Han Kwak; Sung Jea Lee; Eun Yong Lee; Hee Jin Kim; Jung Hwan Lee; Cheolbeom Bae; Soo No Lee; Youngmee Kim; Cheal Kim
Journal:  Chemistry       Date:  2007       Impact factor: 5.236

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  10 in total

1.  Characterization of a high-spin non-heme Fe(III)-OOH intermediate and its quantitative conversion to an Fe(IV)═O complex.

Authors:  Feifei Li; Katlyn K Meier; Matthew A Cranswick; Mrinmoy Chakrabarti; Katherine M Van Heuvelen; Eckard Münck; Lawrence Que
Journal:  J Am Chem Soc       Date:  2011-04-25       Impact factor: 15.419

2.  Modeling the cis-oxo-labile binding site motif of non-heme iron oxygenases: water exchange and oxidation reactivity of a non-heme iron(IV)-oxo compound bearing a tripodal tetradentate ligand.

Authors:  Anna Company; Irene Prat; Jonathan R Frisch; Ruben Mas-Ballesté; Mireia Güell; Gergely Juhász; Xavi Ribas; Eckard Münck; Josep M Luis; Lawrence Que; Miquel Costas
Journal:  Chemistry       Date:  2011-01-05       Impact factor: 5.236

Review 3.  The biology and chemistry of high-valent iron-oxo and iron-nitrido complexes.

Authors:  Johannes Hohenberger; Kallol Ray; Karsten Meyer
Journal:  Nat Commun       Date:  2012-03-06       Impact factor: 14.919

4.  [Fe(IV)═O(TBC)(CH3CN)]2+: comparative reactivity of iron(IV)-oxo species with constrained equatorial cyclam ligation.

Authors:  Samuel A Wilson; Junying Chen; Seungwoo Hong; Yong-Min Lee; Martin Clémancey; Ricardo Garcia-Serres; Takashi Nomura; Takashi Ogura; Jean-Marc Latour; Britt Hedman; Keith O Hodgson; Wonwoo Nam; Edward I Solomon
Journal:  J Am Chem Soc       Date:  2012-07-06       Impact factor: 15.419

5.  Crystallographic snapshots of the reaction of aromatic C-H with O(2) catalysed by a protein-bound iron complex.

Authors:  Christine Cavazza; Constance Bochot; Pierre Rousselot-Pailley; Philippe Carpentier; Mickaël V Cherrier; Lydie Martin; Caroline Marchi-Delapierre; Juan C Fontecilla-Camps; Stéphane Ménage
Journal:  Nat Chem       Date:  2010-10-10       Impact factor: 24.427

6.  Substrate-triggered activation of a synthetic [Fe2(μ-O)2] diamond core for C-H bond cleavage.

Authors:  Genqiang Xue; Alexander Pokutsa; Lawrence Que
Journal:  J Am Chem Soc       Date:  2011-09-21       Impact factor: 15.419

7.  Iron(II) complexes supported by sulfonamido tripodal ligands: endogenous versus exogenous substrate oxidation.

Authors:  Sarah A Cook; Joseph W Ziller; A S Borovik
Journal:  Inorg Chem       Date:  2014-09-29       Impact factor: 5.165

8.  Manganese complex-catalyzed oxidation and oxidative kinetic resolution of secondary alcohols by hydrogen peroxide.

Authors:  Chengxia Miao; Xiao-Xi Li; Yong-Min Lee; Chungu Xia; Yong Wang; Wonwoo Nam; Wei Sun
Journal:  Chem Sci       Date:  2017-09-07       Impact factor: 9.825

9.  Mechanism and Catalytic Diversity of Rieske Non-Heme Iron-Dependent Oxygenases.

Authors:  Sarah M Barry; Gregory L Challis
Journal:  ACS Catal       Date:  2013-10-04       Impact factor: 13.084

Review 10.  Applications of density functional theory to iron-containing molecules of bioinorganic interest.

Authors:  Hajime Hirao; Nandun Thellamurege; Xi Zhang
Journal:  Front Chem       Date:  2014-04-29       Impact factor: 5.221

  10 in total

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