Literature DB >> 19425614

Effects of electron-deficient beta-diketiminate and formazan supporting ligands on copper(I)-mediated dioxygen activation.

Sungjun Hong1, Lyndal M R Hill, Aalo K Gupta, Benjamin D Naab, Joe B Gilroy, Robin G Hicks, Christopher J Cramer, William B Tolman.   

Abstract

Copper(I) complexes of a diketiminate featuring CF(3) groups on the backbone and dimethylphenyl substituents (4) and a n class="Chemical">nitroformazan (5) were synthesized and shown by spectroscopy, X-ray crystallography, cyclic voltammetry, and theory to contain copper(I) sites electron-deficient relative to those supported by previously studied diketiminate complexes comprising alkyl or aryl backbone substituents. Despite their electron-poor nature, oxygenation of LCu(CH(3)CN) (L = 4 or 5) at room temperature yielded bis(hydroxo)dicopper(II) compounds and at -80 degrees C yielded bis(mu-oxo)dicopper complexes that were identified on the basis of UV-vis and resonance Raman spectroscopy, spectrophotometric titration results (2:1 Cu/O(2) ratio), electron paramagnetic resonance spectroscopy (silent), and density functional theory calculations. The bis(mu-oxo)dicopper complex supported by 5 exhibited unusual spectroscopic properties and decayed via a novel intermediate proposed to be a metallaverdazyl radical complex, findings that highlight the potential for the formazan ligand to exhibit "noninnocent" behavior.

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Year:  2009        PMID: 19425614      PMCID: PMC2894635          DOI: 10.1021/ic9002466

Source DB:  PubMed          Journal:  Inorg Chem        ISSN: 0020-1669            Impact factor:   5.165


  37 in total

Review 1.  Reactivity of dioxygen-copper systems.

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

2.  Dioxygen activation at a single copper site: structure, bonding, and mechanism of formation of 1:1 Cu-O2 adducts.

Authors:  Nermeen W Aboelella; Sergey V Kryatov; Benjamin F Gherman; William W Brennessel; Victor G Young; Ritimukta Sarangi; Elena V Rybak-Akimova; Keith O Hodgson; Britt Hedman; Edward I Solomon; Christopher J Cramer; William B Tolman
Journal:  J Am Chem Soc       Date:  2004-12-29       Impact factor: 15.419

3.  Characterization of a 1:1 Cu-O2 adduct supported by an anilido imine ligand.

Authors:  Anne M Reynolds; Benjamin F Gherman; Christopher J Cramer; William B Tolman
Journal:  Inorg Chem       Date:  2005-10-03       Impact factor: 5.165

4.  Ligand macrocycle structural effects on copper-dioxygen reactivity.

Authors:  B M Lam; J A Halfen; V G Young; J R Hagadorn; P L Holland; A Lledós; L Cucurull-Sánchez; J J Novoa; S Alvarez; W B Tolman
Journal:  Inorg Chem       Date:  2000-09-04       Impact factor: 5.165

5.  Structural variation in copper(I) complexes with pyridylmethylamide ligands: structural analysis with a new four-coordinate geometry index, tau4.

Authors:  Lei Yang; Douglas R Powell; Robert P Houser
Journal:  Dalton Trans       Date:  2007-01-29       Impact factor: 4.390

6.  Heterobimetallic activation of dioxygen: characterization and reactivity of novel Cu(I)-Ge(II) complexes.

Authors:  John T York; Victor G Young; William B Tolman
Journal:  Inorg Chem       Date:  2006-05-15       Impact factor: 5.165

7.  Neutral bis(alpha-iminopyridine)metal complexes of the first-row transition ions (Cr, Mn, Fe, Co, Ni, Zn) and their monocationic analogues: mixed valency involving a redox noninnocent ligand system.

Authors:  Connie C Lu; Eckhard Bill; Thomas Weyhermüller; Eberhard Bothe; Karl Wieghardt
Journal:  J Am Chem Soc       Date:  2008-02-20       Impact factor: 15.419

8.  Mononuclear Cu-O2 complexes: geometries, spectroscopic properties, electronic structures, and reactivity.

Authors:  Christopher J Cramer; William B Tolman
Journal:  Acc Chem Res       Date:  2007-04-26       Impact factor: 22.384

9.  Group IV imino-semiquinone complexes obtained by oxidative addition of halogens.

Authors:  Karen J Blackmore; Michael B Sly; Mason R Haneline; Joseph W Ziller; Alan F Heyduk
Journal:  Inorg Chem       Date:  2008-10-21       Impact factor: 5.165

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

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  11 in total

1.  Sulfonamido tripods: tuning redox potentials via ligand modifications.

Authors:  Nathanael Lau; Joseph W Ziller; A S Borovik
Journal:  Polyhedron       Date:  2015-01-08       Impact factor: 3.052

2.  Cu(I)/O2 chemistry using a β-diketiminate supporting ligand derived from N,N-dimethylhydrazine: a [Cu3O2]3+ complex with novel reactivity.

Authors:  Aalo K Gupta; William B Tolman
Journal:  Inorg Chem       Date:  2012-01-23       Impact factor: 5.165

3.  Azo-triazolide bis-cyclometalated Ir(iii) complexes via cyclization of 3-cyanodiarylformazanate ligands.

Authors:  Ge Mu; Zhili Wen; Judy I-Chia Wu; Thomas S Teets
Journal:  Dalton Trans       Date:  2019-11-27       Impact factor: 4.390

4.  Heme-copper-dioxygen complexes: toward understanding ligand-environmental effects on the coordination geometry, electronic structure, and reactivity.

Authors:  Zakaria Halime; Matthew T Kieber-Emmons; Munzarin F Qayyum; Biplab Mondal; Thirumanavelan Gandhi; Simona C Puiu; Eduardo E Chufán; Amy A N Sarjeant; Keith O Hodgson; Britt Hedman; Edward I Solomon; Kenneth D Karlin
Journal:  Inorg Chem       Date:  2010-04-19       Impact factor: 5.165

5.  Reversible Ligand-Centered Reduction in Low-Coordinate Iron Formazanate Complexes.

Authors:  Daniël L J Broere; Brandon Q Mercado; James T Lukens; Avery C Vilbert; Gourab Banerjee; Hannah M C Lant; Shin Hee Lee; Eckhard Bill; Stephen Sproules; Kyle M Lancaster; Patrick L Holland
Journal:  Chemistry       Date:  2018-06-07       Impact factor: 5.236

Review 6.  Perception of the plant hormone ethylene: known-knowns and known-unknowns.

Authors:  Kenneth M Light; John A Wisniewski; W Andrew Vinyard; Matthew T Kieber-Emmons
Journal:  J Biol Inorg Chem       Date:  2016-07-25       Impact factor: 3.358

7.  Intermediates in reactions of copper(I) complexes with N-oxides: from the formation of stable adducts to oxo transfer.

Authors:  Sungjun Hong; Aalo K Gupta; William B Tolman
Journal:  Inorg Chem       Date:  2009-07-20       Impact factor: 5.165

8.  Tuning steric and electronic effects in transition-metal β-diketiminate complexes.

Authors:  Chi Chen; Sarina M Bellows; Patrick L Holland
Journal:  Dalton Trans       Date:  2015-08-05       Impact factor: 4.390

9.  Mechanistic insights into copper-catalyzed aerobic oxidative coupling of N-N bonds.

Authors:  Michael C Ryan; Yeon Jung Kim; James B Gerken; Fei Wang; Michael M Aristov; Joseph R Martinelli; Shannon S Stahl
Journal:  Chem Sci       Date:  2019-12-10       Impact factor: 9.825

10.  Reactivity of Two-Electron-Reduced Boron Formazanate Compounds with Electrophiles: Facile N-H/N-C Bond Homolysis Due to the Formation of Stable Ligand Radicals.

Authors:  Ranajit Mondol; Edwin Otten
Journal:  Inorg Chem       Date:  2018-02-15       Impact factor: 5.165

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