Literature DB >> 19240878

Iron-catalysed fluoroaromatic coupling reactions under catalytic modulation with 1,2-bis(diphenylphosphino)benzene.

Takuji Hatakeyama1, Yoshiyuki Kondo, Yu-Ichi Fujiwara, Hikaru Takaya, Shingo Ito, Eiichi Nakamura, Masaharu Nakamura.   

Abstract

A catalytic amount of 1,2-bis(diphenylphosphino)benzene (DPPBz) achieves selective cleavage of sp(3)-carbon-halogen bond in the iron-catalysed cross-coupling between polyfluorinated arylzinc reagents and alkyl halides, which was unachievable with a stoichiometric modifier such as TMEDA; the selective iron-catalysed fluoroaromatic coupling provides easy and practical access to polyfluorinated aromatic compounds.

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Year:  2009        PMID： 19240878     DOI： 10.1039/b820879d

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


  12 in total

1.  A Physical-Inorganic Approach for the Elucidation of Active Iron Species and Mechanism in Iron-Catalyzed Cross-Coupling.

Authors:  Stephanie H Carpenter; Michael L Neidig
Journal:  Isr J Chem       Date:  2017-08-24       Impact factor: 3.333

2.  Additive and Counterion Effects in Iron-Catalyzed Reactions Relevant to C-C Bond Formation.

Authors:  Nikki J Bakas; Michael L Neidig
Journal:  ACS Catal       Date:  2021-06-29       Impact factor: 13.700

3.  Intermediates and Mechanism in Iron-Catalyzed Cross-Coupling.

Authors:  Jeffrey D Sears; Peter G N Neate; Michael L Neidig
Journal:  J Am Chem Soc       Date:  2018-09-18       Impact factor: 15.419

Review 4.  Radicals: Reactive Intermediates with Translational Potential.

Authors:  Ming Yan; Julian C Lo; Jacob T Edwards; Phil S Baran
Journal:  J Am Chem Soc       Date:  2016-09-26       Impact factor: 15.419

5.  Decarboxylative alkenylation.

Authors:  Jacob T Edwards; Rohan R Merchant; Kyle S McClymont; Kyle W Knouse; Tian Qin; Lara R Malins; Benjamin Vokits; Scott A Shaw; Deng-Hui Bao; Fu-Liang Wei; Ting Zhou; Martin D Eastgate; Phil S Baran
Journal:  Nature       Date:  2017-04-19       Impact factor: 49.962

6.  New chiral phosphoramidite complexes of iron as catalytic precursors in the oxidation of activated methylene groups.

Authors:  Pushkar Shejwalkar; Nigam P Rath; Eike B Bauer
Journal:  Molecules       Date:  2010-04-12       Impact factor: 4.411

7.  Fe-catalyzed three-component dicarbofunctionalization of unactivated alkenes with alkyl halides and Grignard reagents.

Authors:  Lei Liu; Wes Lee; Cassandra R Youshaw; Mingbin Yuan; Michael B Geherty; Peter Y Zavalij; Osvaldo Gutierrez
Journal:  Chem Sci       Date:  2020-07-24       Impact factor: 9.825

8.  Electronic Structure and Bonding in Iron(II) and Iron(I) Complexes Bearing Bisphosphine Ligands of Relevance to Iron-Catalyzed C-C Cross-Coupling.

Authors:  Jared L Kneebone; Valerie E Fleischauer; Stephanie L Daifuku; Ari A Shaps; Joseph M Bailey; Theresa E Iannuzzi; Michael L Neidig
Journal:  Inorg Chem       Date:  2015-12-14       Impact factor: 5.165

9.  Iron(II) Active Species in Iron-Bisphosphine Catalyzed Kumada and Suzuki-Miyaura Cross-Couplings of Phenyl Nucleophiles and Secondary Alkyl Halides.

Authors:  Stephanie L Daifuku; Jared L Kneebone; Benjamin E R Snyder; Michael L Neidig
Journal:  J Am Chem Soc       Date:  2015-08-26       Impact factor: 15.419

10.  Redox-Active Esters in Fe-Catalyzed C-C Coupling.

Authors:  Fumihiko Toriyama; Josep Cornella; Laurin Wimmer; Tie-Gen Chen; Darryl D Dixon; Gardner Creech; Phil S Baran
Journal:  J Am Chem Soc       Date:  2016-08-29       Impact factor: 15.419
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