Literature DB >> 31064184

Cobalt(II)[salen]-Catalyzed Selective Aerobic Oxidative Cross-Coupling between Electron-Rich Phenols and 2-Naphthols.

Hagai Reiss1, Hadas Shalit1, Vlada Vershinin1, Nagnath Yadav More1, Hagit Forckosh1, Doron Pappo1.   

Abstract

A selectivity-driven catalyst design approach was adopted to address chemoselectivity issues in the oxidative coupling of phenols. This approach was utilized for developing a Co(II)[salen]-catalyzed aerobic oxidative cross-coupling of phenols in a recyclable 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP) solvent. The waste-free conditions offer a sustainable entry to nonsymmetric biphenols via a mechanistic scheme that involves coupling of a liberated phenoxyl radical with a ligated 2-naphthoxyl radical.

Entities:  

Year:  2019        PMID: 31064184     DOI: 10.1021/acs.joc.9b00822

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Total Synthesis of Pyrolaside B: Phenol Trimerization through Sequenced Oxidative C-C and C-O Coupling.

Authors:  William C Neuhaus; Marisa C Kozlowski
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-06       Impact factor: 15.336

2.  Catalytic Oxidative Coupling of Phenols and Related Compounds.

Authors:  Jingze Wu; Marisa C Kozlowski
Journal:  ACS Catal       Date:  2022-05-18       Impact factor: 13.700

3.  Biocatalytic oxidative cross-coupling reactions for biaryl bond formation.

Authors:  Lara E Zetzsche; Jessica A Yazarians; Suman Chakrabarty; Meagan E Hinze; Lauren A M Murray; April L Lukowski; Leo A Joyce; Alison R H Narayan
Journal:  Nature       Date:  2022-03-02       Impact factor: 69.504

4.  Vanadium-Catalyzed Oxidative Intramolecular Coupling of Tethered Phenols: Formation of Phenol-Dienone Products.

Authors:  Philip H Gilmartin; Marisa C Kozlowski
Journal:  Org Lett       Date:  2020-03-31       Impact factor: 6.005

Review 5.  Synthetic Applications of Oxidative Aromatic Coupling-From Biphenols to Nanographenes.

Authors:  Marek Grzybowski; Bartłomiej Sadowski; Holger Butenschön; Daniel T Gryko
Journal:  Angew Chem Int Ed Engl       Date:  2019-12-03       Impact factor: 15.336

  5 in total

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