Literature DB >> 10649424

Aliphatic Hydroxylation by a Bis(µ-oxo)dicopper(III) Complex.

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Abstract

By using molecular oxygen bis(µ-oxo)dicopper(III) complexes can be produced from Cu(I) complexes with ligand L(X) (L(X)=p-substituted N-ethyl-N-[2-(2-pyridyl)ethyl]-2-phenylethylamine; X=OMe, Me, H, Cl, NO(2)) in which the benzylic position of the ligand is activated and hydroxylated by the Cu(2)O(2) core (see reaction scheme). Detailed characterization of this new C-H bond activation reaction by the bis(µ-oxo)dicopper(III) core reveals important information on the fundamental chemistry underlying copper monooxygenase reactivity.

Entities:  

Year:  2000        PMID: 10649424     DOI: 10.1002/(sici)1521-3773(20000117)39:2<398::aid-anie398>3.0.co;2-2

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


  11 in total

1.  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

Review 2.  Copper-dioxygen complex mediated C-H bond oxygenation: relevance for particulate methane monooxygenase (pMMO).

Authors:  Richard A Himes; Kenneth D Karlin
Journal:  Curr Opin Chem Biol       Date:  2009-03-13       Impact factor: 8.822

Review 3.  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

Review 4.  High-valent copper in biomimetic and biological oxidations.

Authors:  William Keown; J Brannon Gary; T Daniel P Stack
Journal:  J Biol Inorg Chem       Date:  2016-12-01       Impact factor: 3.358

Review 5.  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

6.  Defining the electronic and geometric structure of one-electron oxidized copper-bis-phenoxide complexes.

Authors:  Tim Storr; Pratik Verma; Russell C Pratt; Erik C Wasinger; Yuichi Shimazaki; T Daniel P Stack
Journal:  J Am Chem Soc       Date:  2008-10-22       Impact factor: 15.419

7.  Bis(μ-oxo) dicopper(III) species of the simplest peralkylated diamine: enhanced reactivity toward exogenous substrates.

Authors:  Peng Kang; Elena Bobyr; John Dustman; Keith O Hodgson; Britt Hedman; Edward I Solomon; T Daniel P Stack
Journal:  Inorg Chem       Date:  2010-10-28       Impact factor: 5.165

8.  Theoretical study of the hydroxylation of phenolates by the Cu(2)O (2)(N,N'-dimethylethylenediamine) (2) (2+) complex.

Authors:  Mireia Güell; Josep M Luis; Miquel Solà; Per E M Siegbahn
Journal:  J Biol Inorg Chem       Date:  2008-10-30       Impact factor: 3.358

9.  Enantioselective synthesis of bicyclo[2.2.2]octenones using a copper-mediated oxidative dearomatization/[4 + 2] dimerization cascade.

Authors:  Suwei Dong; Jianglong Zhu; John A Porco
Journal:  J Am Chem Soc       Date:  2008-02-12       Impact factor: 15.419

10.  Complete σ* intramolecular aromatic hydroxylation mechanism through O2 activation by a Schiff base macrocyclic dicopper(I) complex.

Authors:  Albert Poater; Miquel Solà
Journal:  Beilstein J Org Chem       Date:  2013-03-20       Impact factor: 2.883

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