Literature DB >> 18383499

Catalytic oxidation of organic substrates by molecular oxygen and hydrogen peroxide by multistep electron transfer--a biomimetic approach.

Julio Piera1, Jan-E Bäckvall.   

Abstract

Oxidation reactions are of fundamental importance in nature, and are key transformations in organic synthesis. The development of new processes that employ transition metals as substrate-selective catalysts and stoichiometric environmentally friendly oxidants, such as molecular oxygen or hydrogen peroxide, is one of the most important goals in oxidation chemistry. Direct oxidation of the catalyst by molecular oxygen or hydrogen peroxide is often kinetically unfavored. The use of coupled catalytic systems with electron-transfer mediators (ETMs) usually facilitates the procedures by transporting the electrons from the catalyst to the oxidant along a low-energy pathway, thereby increasing the efficiency of the oxidation and thus complementing the direct oxidation reactions. As a result of the similarities with biological systems, this can be dubbed a biomimetic approach.

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Year:  2008        PMID: 18383499     DOI: 10.1002/anie.200700604

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


  57 in total

Review 1.  Tetramethylpiperidine N-Oxyl (TEMPO), Phthalimide N-Oxyl (PINO), and Related N-Oxyl Species: Electrochemical Properties and Their Use in Electrocatalytic Reactions.

Authors:  Jordan E Nutting; Mohammad Rafiee; Shannon S Stahl
Journal:  Chem Rev       Date:  2018-04-30       Impact factor: 60.622

2.  Can Donor Ligands Make Pd(OAc)2 a Stronger Oxidant? Access to Elusive Palladium(II) Reduction Potentials and Effects of Ancillary Ligands via Palladium(II)/Hydroquinone Redox Equilibria.

Authors:  David L Bruns; Djamaladdin G Musaev; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2020-11-09       Impact factor: 15.419

3.  Mediated Fuel Cells: Soluble Redox Mediators and Their Applications to Electrochemical Reduction of O2 and Oxidation of H2, Alcohols, Biomass, and Complex Fuels.

Authors:  Colin W Anson; Shannon S Stahl
Journal:  Chem Rev       Date:  2020-03-27       Impact factor: 60.622

4.  Nitrate as a Redox Co-Catalyst for the Aerobic Pd-Catalyzed Oxidation of Unactivated sp(3)-C-H Bonds.

Authors:  Kara J Stowers; Asako Kubota; Melanie S Sanford
Journal:  Chem Sci       Date:  2012-08-30       Impact factor: 9.825

5.  Bioinspired aerobic oxidation of secondary amines and nitrogen heterocycles with a bifunctional quinone catalyst.

Authors:  Alison E Wendlandt; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2013-12-18       Impact factor: 15.419

6.  Pd-catalyzed aldehyde to ester conversion: a hydrogen transfer approach.

Authors:  Brittany A Tschaen; Jason R Schmink; Gary A Molander
Journal:  Org Lett       Date:  2013-01-15       Impact factor: 6.005

7.  Copper-Catalyzed Vinylogous Aerobic Oxidation of Unsaturated Compounds with Air.

Authors:  Hai-Jun Zhang; Alexander W Schuppe; Shi-Tao Pan; Jin-Xiang Chen; Bo-Ran Wang; Timothy R Newhouse; Liang Yin
Journal:  J Am Chem Soc       Date:  2018-04-09       Impact factor: 15.419

8.  Pd(II)-catalyzed olefination of electron-deficient arenes using 2,6-dialkylpyridine ligands.

Authors:  Yang-Hui Zhang; Bing-Feng Shi; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2009-04-15       Impact factor: 15.419

9.  Replacement of Stoichiometric DDQ with a Low Potential o-Quinone Catalyst Enabling Aerobic Dehydrogenation of Tertiary Indolines in Pharmaceutical Intermediates.

Authors:  Bao Li; Alison E Wendlandt; Shannon S Stahl
Journal:  Org Lett       Date:  2019-01-31       Impact factor: 6.005

10.  Aerobic Linear Allylic C-H Amination: Overcoming Benzoquinone Inhibition.

Authors:  Christopher C Pattillo; Iulia I Strambeanu; Pilar Calleja; Nicolaas A Vermeulen; Tomokazu Mizuno; M Christina White
Journal:  J Am Chem Soc       Date:  2016-01-25       Impact factor: 15.419

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