Literature DB >> 25756327

Elaboration of copper-oxygen mediated C-H activation chemistry in consideration of future fuel and feedstock generation.

Jung Yoon Lee1, Kenneth D Karlin2.   

Abstract

To contribute solutions to current energy concerns, improvements in the efficiency of class="Chemical">dioxygen mediated C-H bond cleavage chemistry, for example, selective oxidation of <class="Chemical">span class="Chemical">methane to methanol, could minimize losses in natural gas usage or produce feedstocks for fuels. Oxidative C-H activation is also a component of polysaccharide degradation, potentially affording alternative biofuels from abundant biomass. Thus, an understanding of active-site chemistry in copper monooxygenases, those activating strong C-H bonds is briefly reviewed. Then, recent advances in the synthesis-generation and study of various copper-oxygen intermediates are highlighted. Of special interest are cupric-superoxide, Cu-hydroperoxo and Cu-oxy complexes. Such investigations can contribute to an enhanced future application of C-H oxidation or oxygenation processes using air, as concerning societal energy goals.
Copyright © 2015 Elsevier Ltd. All rights reserved.

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Year:  2015        PMID: 25756327      PMCID: PMC4385254          DOI: 10.1016/j.cbpa.2015.02.014

Source DB:  PubMed          Journal:  Curr Opin Chem Biol        ISSN: 1367-5931            Impact factor:   8.822


  62 in total

1.  Polysaccharide monoxygenases: giving a boost to biofuel production.

Authors:  Carrie M Wilmot
Journal:  Structure       Date:  2012-06-06       Impact factor: 5.006

Review 2.  Architecture and active site of particulate methane monooxygenase.

Authors:  Megen A Culpepper; Amy C Rosenzweig
Journal:  Crit Rev Biochem Mol Biol       Date:  2012-06-23       Impact factor: 8.250

Review 3.  Copper active sites in biology.

Authors:  Edward I Solomon; David E Heppner; Esther M Johnston; Jake W Ginsbach; Jordi Cirera; Munzarin Qayyum; Matthew T Kieber-Emmons; Christian H Kjaergaard; Ryan G Hadt; Li Tian
Journal:  Chem Rev       Date:  2014-03-03       Impact factor: 60.622

4.  A 1:1 copper-dioxygen adduct is an end-on bound superoxo copper(II) complex which undergoes oxygenation reactions with phenols.

Authors:  Debabrata Maiti; H Christopher Fry; Julia S Woertink; Michael A Vance; Edward I Solomon; Kenneth D Karlin
Journal:  J Am Chem Soc       Date:  2007-01-17       Impact factor: 15.419

5.  Thermal hydrogen-atom transfer from methane: the role of radicals and spin states in oxo-cluster chemistry.

Authors:  Nicolas Dietl; Maria Schlangen; Helmut Schwarz
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-16       Impact factor: 15.336

6.  Enzymatic C-H activation by metal-superoxo intermediates.

Authors:  J Martin Bollinger; Carsten Krebs
Journal:  Curr Opin Chem Biol       Date:  2007-03-19       Impact factor: 8.822

7.  1958-2014: after 56 years of research, cytochrome p450 reactivity is finally explained.

Authors:  Ashley B McQuarters; Matthew W Wolf; Andrew P Hunt; Nicolai Lehnert
Journal:  Angew Chem Int Ed Engl       Date:  2014-04-07       Impact factor: 15.336

8.  Spectroscopic and computational characterization of CuII-OOR (R = H or cumyl) complexes bearing a Me6-tren ligand.

Authors:  Yu Jin Choi; Kyung-Bin Cho; Minoru Kubo; Takashi Ogura; Kenneth D Karlin; Jaeheung Cho; Wonwoo Nam
Journal:  Dalton Trans       Date:  2011-01-24       Impact factor: 4.390

Review 9.  Dioxygen activation in soluble methane monooxygenase.

Authors:  Christine E Tinberg; Stephen J Lippard
Journal:  Acc Chem Res       Date:  2011-03-10       Impact factor: 22.384

10.  Dioxygen binds end-on to mononuclear copper in a precatalytic enzyme complex.

Authors:  Sean T Prigge; Betty A Eipper; Richard E Mains; L Mario Amzel
Journal:  Science       Date:  2004-05-07       Impact factor: 47.728

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  23 in total

1.  Mechanisms for Hydrogen-Atom Abstraction by Mononuclear Copper(III) Cores: Hydrogen-Atom Transfer or Concerted Proton-Coupled Electron Transfer?

Authors:  Mukunda Mandal; Courtney E Elwell; Caitlin J Bouchey; Timothy J Zerk; William B Tolman; Christopher J Cramer
Journal:  J Am Chem Soc       Date:  2019-10-16       Impact factor: 15.419

2.  Intramolecular Hydrogen Bonding Enhances Stability and Reactivity of Mononuclear Cupric Superoxide Complexes.

Authors:  Mayukh Bhadra; Jung Yoon C Lee; Ryan E Cowley; Sunghee Kim; Maxime A Siegler; Edward I Solomon; Kenneth D Karlin
Journal:  J Am Chem Soc       Date:  2018-07-13       Impact factor: 15.419

3.  Peroxo and Superoxo Moieties Bound to Copper Ion: Electron-Transfer Equilibrium with a Small Reorganization Energy.

Authors:  Rui Cao; Claudio Saracini; Jake W Ginsbach; Matthew T Kieber-Emmons; Maxime A Siegler; Edward I Solomon; Shunichi Fukuzumi; Kenneth D Karlin
Journal:  J Am Chem Soc       Date:  2016-05-26       Impact factor: 15.419

4.  Mechanistic approaches for chemically modifying the coordination sphere of copper-amyloid-β complexes.

Authors:  Jiyeon Han; Hyuck Jin Lee; Kyu Yeon Kim; Geewoo Nam; Junghyun Chae; Mi Hee Lim
Journal:  Proc Natl Acad Sci U S A       Date:  2020-02-26       Impact factor: 11.205

5.  Low Reorganization Energy for Electron Self-Exchange by a Formally Copper(III,II) Redox Couple.

Authors:  Timothy J Zerk; Caroline T Saouma; James M Mayer; William B Tolman
Journal:  Inorg Chem       Date:  2019-10-02       Impact factor: 5.165

Review 6.  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

7.  Copper(I)-Dioxygen Adducts and Copper Enzyme Mechanisms.

Authors:  Jeffrey J Liu; Daniel E Diaz; David A Quist; Kenneth D Karlin
Journal:  Isr J Chem       Date:  2016-07-26       Impact factor: 3.333

8.  The Role of the Secondary Coordination Sphere in a Fungal Polysaccharide Monooxygenase.

Authors:  Elise A Span; Daniel L M Suess; Marc C Deller; R David Britt; Michael A Marletta
Journal:  ACS Chem Biol       Date:  2017-03-03       Impact factor: 5.100

9.  Mechanistic Dichotomy in Proton-Coupled Electron-Transfer Reactions of Phenols with a Copper Superoxide Complex.

Authors:  Wilson D Bailey; Debanjan Dhar; Anna C Cramblitt; William B Tolman
Journal:  J Am Chem Soc       Date:  2019-03-25       Impact factor: 15.419

10.  Tuning the Relative Stability and Reactivity of Manganese Dioxygen and Peroxo Intermediates via Systematic Ligand Modification.

Authors:  Julie A Kovacs
Journal:  Acc Chem Res       Date:  2015-09-03       Impact factor: 22.384

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