Literature DB >> 26553297

C-H Photooxygenation of Alkyl Benzenes Catalyzed by Riboflavin Tetraacetate and a Non-Heme Iron Catalyst.

Bernd Mühldorf1, Robert Wolf2.   

Abstract

A mixture of the photocatalyst riboflavin tetraacetate (RFT) and the biomimetic non-heme iron complex [Fe(TPA)(MeCN)2](ClO4)2 (TPA = tris(2-pyridylmethyl)amine) efficiently catalyzes the visible-light-driven aerobic oxidation of alkyl benzenes to ketones and carboxylic acids. An RFT-catalyzed photocycle and the independent action of the iron complex as a catalyst for H2O2 disproportionation and alkyl benzene oxygenation ensure high yields and selectivities.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  flavins; iron; oxygenation; photocatalysis

Year:  2015        PMID: 26553297     DOI: 10.1002/anie.201507170

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


  12 in total

1.  Electrochemistry Broadens the Scope of Flavin Photocatalysis: Photoelectrocatalytic Oxidation of Unactivated Alcohols.

Authors:  Wen Zhang; Keith L Carpenter; Song Lin
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-18       Impact factor: 15.336

2.  Oxidation of alkyl benzenes by a flavin photooxidation catalyst on nanostructured metal-oxide films.

Authors:  Prateek Dongare; Ian MacKenzie; Degao Wang; David A Nicewicz; Thomas J Meyer
Journal:  Proc Natl Acad Sci U S A       Date:  2017-08-11       Impact factor: 11.205

Review 3.  Oxidation of alkane and alkene moieties with biologically inspired nonheme iron catalysts and hydrogen peroxide: from free radicals to stereoselective transformations.

Authors:  Giorgio Olivo; Olaf Cussó; Margarida Borrell; Miquel Costas
Journal:  J Biol Inorg Chem       Date:  2017-01-25       Impact factor: 3.358

4.  Riboflavin as a bioorthogonal photocatalyst for the activation of a PtIV prodrug.

Authors:  Silvia Alonso-de Castro; Emmanuel Ruggiero; Ane Ruiz-de-Angulo; Elixabete Rezabal; Juan C Mareque-Rivas; Xabier Lopez; Fernando López-Gallego; Luca Salassa
Journal:  Chem Sci       Date:  2017-04-19       Impact factor: 9.825

5.  Selective Photooxidation Reactions using Water-Soluble Anthraquinone Photocatalysts.

Authors:  Wuyuan Zhang; Jenő Gacs; Isabel W C E Arends; Frank Hollmann
Journal:  ChemCatChem       Date:  2017-09-07       Impact factor: 5.686

6.  Bio-inspired iron-catalyzed oxidation of alkylarenes enables late-stage oxidation of complex methylarenes to arylaldehydes.

Authors:  Penghui Hu; Mingxi Tan; Lu Cheng; Hongyuan Zhao; Rui Feng; Wei-Jin Gu; Wei Han
Journal:  Nat Commun       Date:  2019-06-03       Impact factor: 14.919

Review 7.  Flavinium Catalysed Photooxidation: Detection and Characterization of Elusive Peroxyflavinium Intermediates.

Authors:  Jan Zelenka; Radek Cibulka; Jana Roithová
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-23       Impact factor: 15.336

Review 8.  Flow Photochemistry as a Tool in Organic Synthesis.

Authors:  Thomas H Rehm
Journal:  Chemistry       Date:  2020-10-01       Impact factor: 5.236

9.  Synthesis of Xanthones, Thioxanthones and Acridones by a Metal-Free Photocatalytic Oxidation Using Visible Light and Molecular Oxygen.

Authors:  Alejandro Torregrosa-Chinillach; Rafael Chinchilla
Journal:  Molecules       Date:  2021-02-12       Impact factor: 4.411

10.  Cobalt(ii)-catalyzed benzylic oxidations with potassium persulfate in TFA/TFAA.

Authors:  Tianlei Li; Jishun Li; Zihao Zhu; Weidong Pan; Song Wu
Journal:  RSC Adv       Date:  2019-07-04       Impact factor: 3.361

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