Literature DB >> 21247109

A dinuclear palladium catalyst for α-hydroxylation of carbonyls with O2.

Gary Jing Chuang1, Weike Wang, Eunsung Lee, Tobias Ritter.   

Abstract

A chemo- and regioselective α-hydroxylation reaction of carbonyl compounds with molecular oxygen as oxidant is reported. The hydroxylation reaction is catalyzed by a dinuclear Pd(II) complex, which functions as an oxygen transfer catalyst, reminiscent of an oxygenase. The development of this oxidation reaction was inspired by discovery and mechanism evaluation of previously unknown Pd(III)-Pd(III) complexes.

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Year:  2011        PMID： 21247109      PMCID： PMC3139748          DOI： 10.1021/ja108396k

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


  17 in total

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Authors:  Christine G. Espino; J. Du Bois
Journal:  Angew Chem Int Ed Engl       Date:  2001-02-02       Impact factor: 15.336

2.  Metal-free, aerobic dioxygenation of alkenes using hydroxamic acids.

Authors:  Valerie A Schmidt; Erik J Alexanian
Journal:  Angew Chem Int Ed Engl       Date:  2010-06-14       Impact factor: 15.336

3.  Palladium-catalyzed oxime assisted intramolecular dioxygenation of alkenes with 1 atm of air as the sole oxidant.

Authors:  Ming-Kui Zhu; Jun-Feng Zhao; Teck-Peng Loh
Journal:  J Am Chem Soc       Date:  2010-05-12       Impact factor: 15.419

4.  Bimetallic reductive elimination from dinuclear Pd(III) complexes.

Authors:  David C Powers; Diego Benitez; Ekaterina Tkatchouk; William A Goddard; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2010-10-13       Impact factor: 15.419

5.  Bimetallic Pd(III) complexes in palladium-catalysed carbon–heteroatom bond formation.

Authors:  David C Powers; Tobias Ritter
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6.  Catalytic aerobic oxidation of substituted 8-methylquinolines in Pd(II)-2,6-pyridinedicarboxylic acid systems.

Authors:  Jing Zhang; Eugene Khaskin; Nicholas P Anderson; Peter Y Zavalij; Andrei N Vedernikov
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7.  Pd(II)-catalyzed hydroxylation of arenes with 1 atm of O(2) or air.

Authors:  Yang-Hui Zhang; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2009-10-21       Impact factor: 15.419

8.  Ligand-modulated palladium-catalyzed aerobic alcohol oxidations.

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Journal:  Acc Chem Res       Date:  2006-03       Impact factor: 22.384

Review 9.  Palladium oxidase catalysis: selective oxidation of organic chemicals by direct dioxygen-coupled turnover.

Authors:  Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2004-06-28       Impact factor: 15.336

10.  Bimetallic palladium catalysis: direct observation of Pd(III)-Pd(III) intermediates.

Authors:  David C Powers; Matthias A L Geibel; Johannes E M N Klein; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2009-12-02       Impact factor: 15.419
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  13 in total

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Journal:  Org Lett       Date:  2012-11-19       Impact factor: 6.005

2.  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

3.  Two metals are better than one in the gold catalyzed oxidative heteroarylation of alkenes.

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Journal:  J Am Chem Soc       Date:  2011-08-23       Impact factor: 15.419

4.  A Highly Selective Vanadium Catalyst for Benzylic C-H Oxidation.

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Journal:  Chem Sci       Date:  2012-04-13       Impact factor: 9.825

5.  Silver-mediated fluorination of aryl silanes.

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Journal:  Tetrahedron       Date:  2011-06-17       Impact factor: 2.457

6.  Palladium(III)-catalyzed fluorination of arylboronic acid derivatives.

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Journal:  J Am Chem Soc       Date:  2013-09-16       Impact factor: 15.419

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.  Site-selective, catalytic, and diastereoselective sp3 C-H hydroxylation and alkoxylation of vicinally functionalized lactams.

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Journal:  RSC Adv       Date:  2020-05-27       Impact factor: 4.036

9.  Oxidation of Vicinal Diols to α-Hydroxy Ketones with H2O2 and a Simple Manganese Catalyst.

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10.  Mixed-ligand complexes of paddlewheel dinuclear molybdenum as hydrodehalogenation catalysts for polyhaloalkanes.

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Journal:  Chem Sci       Date:  2015-03-31       Impact factor: 9.825
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