Literature DB >> 16262386

Exogenous nitrile substrate hydroxylation by a new dicopper-hydroperoxide complex.

Lei Li1, Amy A Narducci Sarjeant, Michael A Vance, Lev N Zakharov, Arnold L Rheingold, Edward I Solomon, Kenneth D Karlin.   

Abstract

A dicopper(I)/phenol-ligand complex in RCN solvents reacts with O2 producing a mu-1,1-hydroperoxo dicopper(II) species. Subsequent thermal transformation results in nitrile hydroxylation and elimination of cyanide, as revealed by the isolation in comparable yields of (i) a cyanide-bridged tetranuclear cluster complex and (ii) benzaldehyde (for R = PhCH2); 18O labeling confirms that the PhC(O)H oxygen atom derives from O2.

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Year:  2005        PMID: 16262386     DOI: 10.1021/ja054948a

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  7 in total

Review 1.  Prolyl 4-hydroxylase activity-responsive transcription factors: from hydroxylation to gene expression and neuroprotection.

Authors:  Ambreena Siddiq; Leila R Aminova; Rajiv R Ratan
Journal:  Front Biosci       Date:  2008-01-01

2.  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

3.  Reactivity of (Dicarboxamide)M(II)-OH (M = Cu, Ni) Complexes: Reaction with Acetonitrile to Yield M(II)-Cyanomethides.

Authors:  Jacqui Tehranchi; Patrick J Donoghue; Christopher J Cramer; William B Tolman
Journal:  Eur J Inorg Chem       Date:  2013-08-01       Impact factor: 2.524

Review 4.  Copper-Oxygen Complexes Revisited: Structures, Spectroscopy, and Reactivity.

Authors:  Courtney E Elwell; Nicole L Gagnon; Benjamin D Neisen; Debanjan Dhar; Andrew D Spaeth; Gereon M Yee; William B Tolman
Journal:  Chem Rev       Date:  2017-01-19       Impact factor: 60.622

5.  Selective DNA strand scission with binuclear copper complexes: implications for an active Cu2-O2 species.

Authors:  Sunita Thyagarajan; Narasimha N Murthy; Amy A Narducci Sarjeant; Kenneth D Karlin; Steve E Rokita
Journal:  J Am Chem Soc       Date:  2006-05-31       Impact factor: 15.419

6.  Conformationally dynamic copper coordination complexes.

Authors:  Bronte J Charette; Paul J Griffin; Claire M Zimmerman; Lisa Olshansky
Journal:  Dalton Trans       Date:  2022-04-20       Impact factor: 4.569

7.  Copper-hydroperoxo-mediated N-debenzylation chemistry mimicking aspects of copper monooxygenases.

Authors:  Debabrata Maiti; Amy A Narducci Sarjeant; Kenneth D Karlin
Journal:  Inorg Chem       Date:  2008-09-11       Impact factor: 5.165

  7 in total

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