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Literature DB >> 20191646

O2 activation and selective phenolate ortho hydroxylation by an unsymmetric dicopper mu-eta1:eta1-peroxido complex.

Isaac Garcia-Bosch¹, Anna Company, Jonathan R Frisch, Miquel Torrent-Sucarrat, Mar Cardellach, Ilaria Gamba, Mireia Güell, Luigi Casella, Lawrence Que, Xavi Ribas, Josep M Luis, Miquel Costas.

Abstract

Entities: Chemical Disease Gene Species

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Year: 2010 PMID： 20191646 PMCID： PMC3328305 DOI： 10.1002/anie.200906749

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

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19 in total

1. How Does Tyrosinase Work? Recent Insights from Model Chemistry and Structural Biology This work was supported by the Medicine and Science Center of the University of Mainz (H.D.) and the Deutsche Forschungsgemeinschaft (F.T., R.D.). The authors thank M.Möller for help with the graphical artwork.

Authors:
Journal: Angew Chem Int Ed Engl Date: 2000-05 Impact factor: 15.336

Review 2. Reactivity of dioxygen-copper systems.

Authors: Elizabeth A Lewis; William B Tolman
Journal: Chem Rev Date: 2004-02 Impact factor: 60.622

Review 3. Recent advances in transition metal catalyzed oxidation of organic substrates with molecular oxygen.

Authors: T Punniyamurthy; Subbarayan Velusamy; Javed Iqbal
Journal: Chem Rev Date: 2005-06 Impact factor: 60.622

4. Tyrosinase-like reactivity in a Cu(III)2(mu-O)2 species.

Authors: Anna Company; Sara Palavicini; Isaac Garcia-Bosch; Ruben Mas-Ballesté; Lawrence Que; Elena V Rybak-Akimova; Luigi Casella; Xavi Ribas; Miquel Costas
Journal: Chemistry Date: 2008 Impact factor: 5.236

5. Toluene and ethylbenzene aliphatic C-H bond oxidations initiated by a dicopper(II)-mu-1,2-peroxo complex.

Authors: Heather R Lucas; Lei Li; Amy A Narducci Sarjeant; Michael A Vance; Edward I Solomon; Kenneth D Karlin
Journal: J Am Chem Soc Date: 2009-03-11 Impact factor: 15.419

6. Hydroxylation of phenolic compounds by a peroxodicopper(II) complex: further insight into the mechanism of tyrosinase.

Authors: Sara Palavicini; Alessandro Granata; Enrico Monzani; Luigi Casella
Journal: J Am Chem Soc Date: 2005-12-28 Impact factor: 15.419

7. How useful are vibrational frequencies of isotopomeric O2 fragments for assessing local symmetry? Some simple systems and the vexing case of a galactose oxidase model.

Authors: Christopher R Kinsinger; Benjamin F Gherman; Laura Gagliardi; Christopher J Cramer
Journal: J Biol Inorg Chem Date: 2005-11-08 Impact factor: 3.358

Review 8. Oxidant types in copper-dioxygen chemistry: the ligand coordination defines the Cu(n)-O2 structure and subsequent reactivity.

Authors: Lanying Q Hatcher; Kenneth D Karlin
Journal: J Biol Inorg Chem Date: 2004-08-10 Impact factor: 3.358

Review 9. High-valent iron(IV)-oxo complexes of heme and non-heme ligands in oxygenation reactions.

Authors: Wonwoo Nam
Journal: Acc Chem Res Date: 2007-05-01 Impact factor: 22.384

10. Phenolate hydroxylation in a bis(mu-oxo)dicopper(III) complex: lessons from the guanidine/amine series.

Authors: Sonja Herres-Pawlis; Pratik Verma; Roxana Haase; Peng Kang; Christopher T Lyons; Erik C Wasinger; Ulrich Flörke; Gerald Henkel; T Daniel P Stack
Journal: J Am Chem Soc Date: 2009-01-28 Impact factor: 15.419

12 in total

1. An anionic, tetragonal copper(II) superoxide complex.

Authors: Patrick J Donoghue; Aalo K Gupta; David W Boyce; Christopher J Cramer; William B Tolman
Journal: J Am Chem Soc Date: 2010-10-26 Impact factor: 15.419

2. Substrate and Lewis Acid Coordination Promote O-O Bond Cleavage of an Unreactive L₂Cu^II₂(O₂^2-) Species to Form L₂Cu^III₂(O)₂ Cores with Enhanced Oxidative Reactivity.

Authors: Isaac Garcia-Bosch; Ryan E Cowley; Daniel E Díaz; Ryan L Peterson; Edward I Solomon; Kenneth D Karlin
Journal: J Am Chem Soc Date: 2017-02-14 Impact factor: 15.419

3. Catalytic Aerobic Oxidation of Alcohols by Copper Complexes Bearing Redox-Active Ligands with Tunable H-Bonding Groups.

Authors: Khashayar Rajabimoghadam; Yousef Darwish; Umyeena Bashir; Dylan Pitman; Sidney Eichelberger; Maxime A Siegler; Marcel Swart; Isaac Garcia-Bosch
Journal: J Am Chem Soc Date: 2018-11-19 Impact factor: 15.419

4. Exclusive imidazole ligation to Cu^III₂O₂ and Cu^IIICu^II₂O₂ cores.

Authors: William Keown; Tao A G Large; Linus Chiang; Erik C Wasinger; T Daniel P Stack
Journal: Chem Commun (Camb) Date: 2019-06-20 Impact factor: 6.222

Review 5. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.

Authors: Rachel Trammell; Khashayar Rajabimoghadam; Isaac Garcia-Bosch
Journal: Chem Rev Date: 2019-01-30 Impact factor: 60.622

6. Observation of a Cu(II)(2) (μ-1,2-peroxo)/Cu(III)(2) (μ-oxo)(2) equilibrium and its implications for copper-dioxygen reactivity.

Authors: Matthew T Kieber-Emmons; Jake W Ginsbach; Patrick K Wick; Heather R Lucas; Matthew E Helton; Baldo Lucchese; Masatatsu Suzuki; Andreas D Zuberbühler; Kenneth D Karlin; Edward I Solomon
Journal: Angew Chem Int Ed Engl Date: 2014-04-02 Impact factor: 15.336

10. Laser-Induced Dynamics of Peroxodicopper(II) Complexes Vary with the Ligand Architecture. One-Photon Two-Electron O2 Ejection and Formation of Mixed-Valent Cu(I)Cu(II)-Superoxide Intermediates.

Authors: Claudio Saracini; Kei Ohkubo; Tomoyoshi Suenobu; Gerald J Meyer; Kenneth D Karlin; Shunichi Fukuzumi
Journal: J Am Chem Soc Date: 2015-12-11 Impact factor: 15.419

O2 activation and selective phenolate ortho hydroxylation by an unsymmetric dicopper mu-eta1:eta1-peroxido complex.

1. How Does Tyrosinase Work? Recent Insights from Model Chemistry and Structural Biology This work was supported by the Medicine and Science Center of the University of Mainz (H.D.) and the Deutsche Forschungsgemeinschaft (F.T., R.D.). The authors thank M.Möller for help with the graphical artwork.

Review 2. Reactivity of dioxygen-copper systems.

Review 3. Recent advances in transition metal catalyzed oxidation of organic substrates with molecular oxygen.

4. Tyrosinase-like reactivity in a Cu(III)2(mu-O)2 species.

5. Toluene and ethylbenzene aliphatic C-H bond oxidations initiated by a dicopper(II)-mu-1,2-peroxo complex.

6. Hydroxylation of phenolic compounds by a peroxodicopper(II) complex: further insight into the mechanism of tyrosinase.

7. How useful are vibrational frequencies of isotopomeric O2 fragments for assessing local symmetry? Some simple systems and the vexing case of a galactose oxidase model.

Review 8. Oxidant types in copper-dioxygen chemistry: the ligand coordination defines the Cu(n)-O2 structure and subsequent reactivity.

Review 9. High-valent iron(IV)-oxo complexes of heme and non-heme ligands in oxygenation reactions.

10. Phenolate hydroxylation in a bis(mu-oxo)dicopper(III) complex: lessons from the guanidine/amine series.

1. An anionic, tetragonal copper(II) superoxide complex.

2. Substrate and Lewis Acid Coordination Promote O-O Bond Cleavage of an Unreactive L₂Cu^II₂(O₂^2-) Species to Form L₂Cu^III₂(O)₂ Cores with Enhanced Oxidative Reactivity.

3. Catalytic Aerobic Oxidation of Alcohols by Copper Complexes Bearing Redox-Active Ligands with Tunable H-Bonding Groups.

4. Exclusive imidazole ligation to Cu^III₂O₂ and Cu^IIICu^II₂O₂ cores.

Review 5. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.

6. Observation of a Cu(II)(2) (μ-1,2-peroxo)/Cu(III)(2) (μ-oxo)(2) equilibrium and its implications for copper-dioxygen reactivity.

Review 7. Copper-Oxygen Complexes Revisited: Structures, Spectroscopy, and Reactivity.

Review 8. High-valent copper in biomimetic and biological oxidations.

9. Copper-Catalyzed Vinylogous Aerobic Oxidation of Unsaturated Compounds with Air.

10. Laser-Induced Dynamics of Peroxodicopper(II) Complexes Vary with the Ligand Architecture. One-Photon Two-Electron O2 Ejection and Formation of Mixed-Valent Cu(I)Cu(II)-Superoxide Intermediates.

Review 2. Reactivity of dioxygen-copper systems.

Review 3. Recent advances in transition metal catalyzed oxidation of organic substrates with molecular oxygen.

Review 8. Oxidant types in copper-dioxygen chemistry: the ligand coordination defines the Cu(n)-O2 structure and subsequent reactivity.

Review 9. High-valent iron(IV)-oxo complexes of heme and non-heme ligands in oxygenation reactions.

Review 5. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O2 Model Systems to Organometallic Transformations.

Review 7. Copper-Oxygen Complexes Revisited: Structures, Spectroscopy, and Reactivity.

Review 8. High-valent copper in biomimetic and biological oxidations.

Review 5. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.