Literature DB >> 27610603

Copper-Catalyzed Oxidation of Alkanes with H2 O2 under a Fenton-like Regime.

Isaac Garcia-Bosch1, Maxime A Siegler2.   

Abstract

Copper complexes bearing readily available ligand systems catalyzed the oxidation of alkanes with H2 O2 as the oxidant with high efficiency in remarkable yields (50-60 %). The reactions proceeded with unprecedented selectivity to give alkyl hydroperoxides as the major products. Detailed scrutiny of the reaction mechanism suggests the involvement of C-centered and O-centered radicals generated in a Fenton-like fashion.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkanes; bioinorganic chemistry; copper; homogeneous catalysis; oxidation

Year:  2016        PMID： 27610603     DOI： 10.1002/anie.201607216

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


  10 in total

Review 1.  Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O2 Model Systems to Organometallic Transformations.

Authors:  Rachel Trammell; Khashayar Rajabimoghadam; Isaac Garcia-Bosch
Journal:  Chem Rev       Date:  2019-01-30       Impact factor: 60.622

2.  Reactivity of O2 versus H2O2 with polysaccharide monooxygenases.

Authors:  John A Hangasky; Anthony T Iavarone; Michael A Marletta
Journal:  Proc Natl Acad Sci U S A       Date:  2018-04-23       Impact factor: 11.205

Review 3.  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

4.  Decoding the Mechanism of Intramolecular Cu-Directed Hydroxylation of sp3 C-H Bonds.

Authors:  Rachel Trammell; Yi Yang See; Aaron T Herrmann; Nan Xie; Daniel E Díaz; Maxime A Siegler; Phil S Baran; Isaac Garcia-Bosch
Journal:  J Org Chem       Date:  2017-07-14       Impact factor: 4.354

5.  Structural Elucidation, Aggregation, and Dynamic Behaviour of N,N,N,N-Copper(I) Schiff Base Complexes in Solid and in Solution: A Combined NMR, X-ray Spectroscopic and Crystallographic Investigation.

Authors:  Isabelle Gerz; Sergio Augusto Venturinelli Jannuzzi; Knut T Hylland; Chiara Negri; David S Wragg; Sigurd Øien-Ødegaard; Mats Tilset; Unni Olsbye; Serena DeBeer; Mohamed Amedjkouh
Journal:  Eur J Inorg Chem       Date:  2021-10-29       Impact factor: 2.551

6.  Formally Copper(III)-Alkylperoxo Complexes as Models of Possible Intermediates in Monooxygenase Enzymes.

Authors:  Benjamin D Neisen; Nicole L Gagnon; Debanjan Dhar; Andrew D Spaeth; William B Tolman
Journal:  J Am Chem Soc       Date:  2017-07-19       Impact factor: 15.419

Review 7.  Oxygen Activation by Cu LPMOs in Recalcitrant Carbohydrate Polysaccharide Conversion to Monomer Sugars.

Authors:  Katlyn K Meier; Stephen M Jones; Thijs Kaper; Henrik Hansson; Martijn J Koetsier; Saeid Karkehabadi; Edward I Solomon; Mats Sandgren; Bradley Kelemen
Journal:  Chem Rev       Date:  2017-11-20       Impact factor: 60.622

8.  Mild and Selective C-H Activation of COC Microfluidic Channels Allowing Covalent Multifunctional Coatings.

Authors:  Rui Rijo Carvalho; Sidharam P Pujari; Elwin X Vrouwe; Han Zuilhof
Journal:  ACS Appl Mater Interfaces       Date:  2017-05-08       Impact factor: 9.229

9.  Rationalization of chirality transfer and fast conformational changes in a tris(2-pyridylmethyl)amine-based cage.

Authors:  Gege Qiu; Djamel Eddine Khatmi; Alexandre Martinez; Paola Nava
Journal:  RSC Adv       Date:  2021-04-13       Impact factor: 3.361

10.  2-Methylimidazole Copper Iminodiacetates for the Adsorption of Oxygen and Catalytic Oxidation of Cyclohexane.

Authors:  Xi Chen; Dong-Li An; Xin-Qi Zhan; Zhao-Hui Zhou
Journal:  Molecules       Date:  2020-03-12       Impact factor: 4.411
  10 in total

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