Literature DB >> 26564477

Catalytic C-F bond activation of geminal difluorocyclopropanes by nickel(I) complexes via a radical mechanism.

Jan Wenz1, Christoph A Rettenmeier1, Hubert Wadepohl1, Lutz H Gade1.   

Abstract

Nickel(II) fluorido complexes bearing NNN-pincer ligands were found to be catalysts in the hydrodefluorination of geminal difluorocyclopropanes which undergo ring-opening to form the corresponding monofluoroalkenes in good yield and high Z-selectivities. Evidence for a radical based mechanism involving nickel(I) and nickel hydrido complexes as key intermediates was obtained in the corresponding stoichiometric reactions.

Entities:  

Year:  2016        PMID: 26564477     DOI: 10.1039/c5cc08950f

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  4 in total

1.  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

2.  Palladium-Catalyzed Cross-Coupling of Gem-Bromofluoroalkenes with Alkylboronic Acids for the Synthesis of Alkylated Monofluoroalkenes.

Authors:  Laëtitia Chausset-Boissarie; Nicolas Cheval; Christian Rolando
Journal:  Molecules       Date:  2020-11-25       Impact factor: 4.411

3.  Ligand-controlled regioselective and chemodivergent defluorinative functionalization of gem-difluorocyclopropanes with simple ketones.

Authors:  Leiyang Lv; Huijun Qian; Yangyang Ma; Shiqing Huang; Xiaoyu Yan; Zhiping Li
Journal:  Chem Sci       Date:  2021-11-08       Impact factor: 9.825

4.  Electronic structure and reactivity of nickel(i) pincer complexes: their aerobic transformation to peroxo species and site selective C-H oxygenation.

Authors:  Christoph A Rettenmeier; Hubert Wadepohl; Lutz H Gade
Journal:  Chem Sci       Date:  2016-02-11       Impact factor: 9.825

  4 in total

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