Double oxidation localizes spin in a Ni bis-phenoxyl radical complex

2013 ◽  
Vol 42 (11) ◽  
pp. 3950 ◽  
Author(s):  
Tim J. Dunn ◽  
Michael I. Webb ◽  
Khatera Hazin ◽  
Pratik Verma ◽  
Erik C. Wasinger ◽  
...  
Keyword(s):  
Phenoxyl Radical ◽  
Radical Complex ◽  
Double Oxidation

Formation of a Cu(II)–phenoxyl radical complex from a Cu(II)–phenolate complex: A new model for galactose oxidase

Polyhedron ◽  
2013 ◽  
Vol 51 ◽  
pp. 222-227 ◽  
Author(s):  
Rajib Kumar Debnath ◽  
Apurba Kalita ◽  
Pankaj Kumar ◽  
Biplab Mondal ◽  
Jatindra Nath Ganguli
Keyword(s):  
Phenoxyl Radical ◽  
Galactose Oxidase ◽  
New Model ◽  
Radical Complex

A biologically relevant iron(III) phenoxyl radical complex: A thermodynamic investigation on the structure-radical stability relationship

2012 ◽  
Vol 1022 ◽  
pp. 109-116 ◽  
Author(s):  
Iraj Saberikia ◽  
Elham Safaei ◽  
Mohammad Rafiee ◽  
Patricia Cotič ◽  
Giuseppe Bruno ◽  
...  
Keyword(s):  
Phenoxyl Radical ◽  
Thermodynamic Investigation ◽  
Biologically Relevant ◽  
Radical Complex

Copper(ii) mediated phenol ring nitration by nitrogen dioxide

2015 ◽  
Vol 44 (46) ◽  
pp. 19909-19917 ◽  
Author(s):  
Vikash Kumar ◽  
Somnath Ghosh ◽  
Anoop Kumar Saini ◽  
Shaikh M. Mobin ◽  
Biplab Mondal
Keyword(s):  
Complex Formation ◽  
Nitrogen Dioxide ◽  
Phenoxyl Radical ◽  
Spectroscopic Evidence ◽  
Radical Complex ◽  
Reaction Proceeds ◽  
P Addition ◽  
Phenol Ring

Addition of nitrogen dioxide in the THF solutions of Cu(ii) complexes of N2O2type ligands, L1H2and L2H2resulted in the nitration at the 4-position of coordinated equatorial phenolate ring of the ligand frameworks. Spectroscopic evidence suggests that the reaction proceeds through a phenoxyl radical complex formation.

Formation of a Cobalt(III)−Phenoxyl Radical Complex by Acetic Acid Promoted Aerobic Oxidation of a Co(II)salen Complex

2010 ◽  
Vol 49 (5) ◽  
pp. 2083-2092 ◽  
Author(s):  
Evi Vinck ◽  
Damien M. Murphy ◽  
Ian A. Fallis ◽  
Robert R. Strevens ◽  
Sabine Van Doorslaer
Keyword(s):  
Acetic Acid ◽  
Aerobic Oxidation ◽  
Phenoxyl Radical ◽  
Radical Complex ◽  
Salen Complex

scholarly journals X-ray structure of a Ni(ii)–tri-phenoxyl radical complex

2015 ◽  
Vol 44 (41) ◽  
pp. 17924-17926 ◽  
Author(s):  
Laurent Benisvy ◽  
Galina M. Zats ◽  
Ohad Fleker ◽  
Dmitry S. Yufit ◽  
Maylis Orio ◽  
...  
Keyword(s):  
Phenoxyl Radical ◽  
X Ray ◽  
Radical Complex ◽  
Square Planar ◽  
First Time

The diimino-diphenolato neutral square-planar Ni(ii) complex, NiL2, is readily oxidised with 2 equiv. of Ag[SbF6], to produce an unprecedented octahedral Ni(ii) tris(phenoxyl) radical complex, [Ni(L˙)3][SbF6]2. This study reveals, for the first time, the X-ray structure of a metal–tri-phenoxyl radical complex.

A phenoxyl radical complex of copper(ii)

2001 ◽  
pp. 1824-1825 ◽  
Author(s):  
Laurent Benisvy ◽  
Alexander J. Blake ◽  
E. Stephen Davies ◽  
C. David Garner ◽  
Jonathan McMaster ◽  
...  
Keyword(s):  
Phenoxyl Radical ◽  
Radical Complex

Synthesis and Reactivity of Precolibactin 886

2019 ◽  
Author(s):  
Seth Herzon ◽  
Alan R. Healy ◽  
kevin wernke ◽  
Chung Sub Kim ◽  
Nicholas Lees ◽  
...  
Keyword(s):  
Colorectal Cancer ◽  
Gene Cluster ◽  
Amino Alcohol ◽  
Biomimetic Synthesis ◽  
Cross Linking ◽  
E Coli ◽  
Hplc Purification ◽  
Structural Assignment ◽  
Biosynthetic Precursor ◽  
Double Oxidation

<div>The clb gene cluster encodes the biosynthesis of metabolites known as precolibactins and colibactins. The clb pathway is found in gut commensal E. coli, and clb metabolites are thought to initiate colorectal cancer via DNA cross-linking. Precolibactin 886 (1) is one of the most complex isolated clb metabolites; it contains a 15-atom macrocycle and an unusual 5-hydroxy-3-oxazoline ring. Here we report confirmation of the structural assignment via a biomimetic synthesis of precolibactin 886 (1) proceeding through the amino alcohol 9. Double oxidation of 9 afforded the unstable α-ketoimine 2 which underwent macrocyclization to precolibactin 886 (1) upon HPLC purification (3% from 9). Studies of the putative precolibactin 886 (1) biosynthetic precursor 2, the model α-ketoimine 25, and the α-dicarbonyl 26 revealed that these compounds are susceptible to nucleophilic rupture of the C36–C37 bond. Moreover, cleavage of 2 produces other known clb metabolites or biosynthetic intermediates. This unexpected reactivity explains the difficulties in isolating full clb metabolites and accounts for the structure of a recently identified colibactin–adenine adduct. The colibactin peptidase ClbP deacylates synthetic precolibactin 886 (1) to form a non-genotoxic pyridone, suggesting precolibactin 886 (1) lies off-path of the major biosynthetic route.</div>

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