Literature DB >> 15740111

Room-temperature catalytic hydrodefluorination of C(sp3)-F bonds.

Valerie J Scott1, Remle Celenligil-Cetin, Oleg V Ozerov.   

Abstract

Room-temperature catalytic hydrodefluorination of the strong C(sp3)-F bonds in benzotrifluorides and fluoropentane is catalyzed by Et3Si[B(C6F5)4] and uses Et3SiH as the source of H. Ar-CF3 compounds are converted to Ar-CH3 and fluropentane to pentane. The reaction is thought to proceed via abstraction of F- by Et3Si[B(C6F5)4], and the substituent effects are consistent with this hypothesis.

Entities:  

Year:  2005        PMID: 15740111     DOI: 10.1021/ja0426138

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  12 in total

1.  Electrophilic Activation of Lewis Base Complexes of Borane with Trityl Tetrakis(pentafluorophenyl)borate.

Authors:  Timothy S De Vries; Edwin Vedejs
Journal:  Organometallics       Date:  2007       Impact factor: 3.876

2.  Hydrosilation of Carbonyl-Containing Substrates Catalyzed by an Electrophilic η-Silane Iridium(III) Complex.

Authors:  Sehoon Park; Maurice Brookhart
Journal:  Organometallics       Date:  2010-10       Impact factor: 3.876

3.  Isolation, characterization and reactivity of three-coordinate phosphorus dications isoelectronic to alanes and silylium cations.

Authors:  Paul Mehlmann; Tim Witteler; Lukas F B Wilm; Fabian Dielmann
Journal:  Nat Chem       Date:  2019-10-21       Impact factor: 24.427

4.  Triethylsilyl Perfluoro-Tetraphenylborate, [Et(3)Si][F(20)-BPh(4)], a widely used Non-Existent Compound.

Authors:  Matthew Nava; Christopher A Reed
Journal:  Organometallics       Date:  2011-09-12       Impact factor: 3.876

5.  Bis(perfluoropinacolato)silane: A Neutral Silane Lewis Superacid Activates Si-F Bonds.

Authors:  Florian S Tschernuth; Thaddäus Thorwart; Lutz Greb; Franziska Hanusch; Shigeyoshi Inoue
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-05       Impact factor: 16.823

6.  Selective single C-F bond arylation of trifluoromethylalkene derivatives.

Authors:  Luning Tang; Ze-Yao Liu; Wenzhi She; Chao Feng
Journal:  Chem Sci       Date:  2019-08-05       Impact factor: 9.825

7.  Activation of pentafluoropropane isomers at a nanoscopic aluminum chlorofluoride: hydrodefluorination versus dehydrofluorination.

Authors:  Maëva-Charlotte Kervarec; Thomas Braun; Mike Ahrens; Erhard Kemnitz
Journal:  Beilstein J Org Chem       Date:  2020-10-23       Impact factor: 2.883

8.  Chiral Chalcogenyl-Substituted Naphthyl- and Acenaphthyl-Silanes and Their Cations.

Authors:  Sandra Künzler; Saskia Rathjen; Katherina Rüger; Marie S Würdemann; Marcel Wernke; Patrik Tholen; Corinna Girschik; Marc Schmidtmann; Yannick Landais; Thomas Müller
Journal:  Chemistry       Date:  2020-10-27       Impact factor: 5.236

9.  Aluminum-catalyzed tunable halodefluorination of trifluoromethyl- and difluoroalkyl-substituted olefins.

Authors:  Zhong Liu; Xian-Shuang Tu; Le-Tao Guo; Xiao-Chen Wang
Journal:  Chem Sci       Date:  2020-10-01       Impact factor: 9.825

10.  Reactions of Fluoroalkanes with Mg-Mg Bonds: Scope, sp3 C-F/sp2 C-F Coupling and Mechanism.

Authors:  Greg Coates; Bryan J Ward; Clare Bakewell; Andrew J P White; Mark R Crimmin
Journal:  Chemistry       Date:  2018-10-05       Impact factor: 5.236

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