Literature DB >> 23355490

Synthesis of fluorinated building blocks by transition-metal-mediated hydrodefluorination reactions.

Moritz F Kuehnel1, Dieter Lentz, Thomas Braun.   

Abstract

The activation and functionalization of carbon-fluorine bonds can be considered as a major challenge in organometallic chemistry. The growing demand for means to introduce fluorine into new materials or into biologically active molecules has inspired the development of diverse synthetic strategies. Hydrodefluorination is regarded as a promising approach to access partially fluorinated building blocks from readily available perfluorinated bulk chemicals. We provide an overview of transition-metal-based complexes and catalysts that were developed to mediate hydrodefluorination reactions. Special emphasis will be placed on discussing the underlying mechanistic patterns and their impact on scope and selectivity. In addition, future requirements for further developing this field will be highlighted.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2013        PMID: 23355490     DOI: 10.1002/anie.201205260

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


  26 in total

1.  Hydrogen Bond Directed Photocatalytic Hydrodefluorination: Overcoming Electronic Control.

Authors:  Mohammad B Khaled; Roukaya K El Mokadem; Jimmie D Weaver
Journal:  J Am Chem Soc       Date:  2017-09-08       Impact factor: 15.419

2.  Catalyzing the Hydrodefluorination of CF3-Substituted Alkenes by PhSiH3. H• Transfer from a Nickel Hydride.

Authors:  Chengbo Yao; Shuai Wang; Jack Norton; Matthew Hammond
Journal:  J Am Chem Soc       Date:  2020-01-24       Impact factor: 15.419

3.  A C^N Cycloplatinated(II) Fluoride Complex: Photophysical Studies and Csp3-F Bond Formation.

Authors:  Jiyun Hu; Mahshid Nikravesh; Hamid R Shahsavari; Reza Babadi Aghakhanpour; Arnold L Rheingold; Mia Alshami; Yoshie Sakamaki; Hudson Beyzavi
Journal:  Inorg Chem       Date:  2020-11-02       Impact factor: 5.165

4.  Dual C-F, C-H Functionalization via Photocatalysis: Access to Multifluorinated Biaryls.

Authors:  Sameera Senaweera; Jimmie D Weaver
Journal:  J Am Chem Soc       Date:  2016-02-18       Impact factor: 15.419

5.  Polyfluoroarylation of oxazolones: access to non-natural fluorinated amino acids.

Authors:  Kip A Teegardin; Jimmie D Weaver
Journal:  Chem Commun (Camb)       Date:  2017-04-27       Impact factor: 6.222

6.  Catalytic Enantioselective and Diastereoselective Allylic Alkylation with Fluoroenolates: Efficient Access to C3-Fluorinated and All-Carbon Quaternary Oxindoles.

Authors:  Kaluvu Balaraman; Christian Wolf
Journal:  Angew Chem Int Ed Engl       Date:  2016-12-27       Impact factor: 15.336

Review 7.  Repurposing of F-gases: challenges and opportunities in fluorine chemistry.

Authors:  Daniel J Sheldon; Mark R Crimmin
Journal:  Chem Soc Rev       Date:  2022-06-20       Impact factor: 60.615

8.  Photocatalytic C-F Reduction and Functionalization.

Authors:  Sameera Senaweera; Jimmie D Weaver
Journal:  Aldrichimica Acta       Date:  2016       Impact factor: 3.667

9.  Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4.

Authors:  Timothy D Schoch; Mukulesh Mondal; Jimmie D Weaver
Journal:  Org Lett       Date:  2021-02-15       Impact factor: 6.005

10.  Coligand role in the NHC nickel catalyzed C-F bond activation: investigations on the insertion of bis(NHC) nickel into the C-F bond of hexafluorobenzene.

Authors:  Maximilian W Kuntze-Fechner; Hendrik Verplancke; Lukas Tendera; Martin Diefenbach; Ivo Krummenacher; Holger Braunschweig; Todd B Marder; Max C Holthausen; Udo Radius
Journal:  Chem Sci       Date:  2020-10-06       Impact factor: 9.825

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