Versatile Reaction Pathways of 1,1,3,3,3-Pentafluoropropene at Rh(I) Complexes [Rh(E)(PEt3 )3 ] (E=H, GePh3 , Si(OEt)3 , F, Cl): C-F versus C-H Bond Activation Steps.

Chemistry : a European Journal
Maria Talavera, T Braun

Abstract

The reaction of the rhodium(I) complexes [Rh(E)(PEt3 )3 ] (E=GePh3 (1), H (6), F (7)) with 1,1,3,3,3-pentafluoropropene afforded the defluorinative germylation products Z/E-2-(triphenylgermyl)-1,3,3,3-tetrafluoropropene and the fluorido complex [Rh(F)(CF3 CHCF2 )(PEt3 )2 ] (2) together with the fluorophosphorane E-(CF3 )CH=CF(PFEt3 ). For [Rh(Si(OEt)3 )(PEt3 )3 ] (4) the coordination of the fluoroolefin was found to give [Rh{Si(OEt)3 }(CF3 CHCF2 )(PEt3 )2 ] (5). Two equivalents of complex 2 reacted further by C-F bond oxidative addition to yield [Rh(CF=CHCF3 )(PEt3 )2 (μ-F)3 Rh(CF3 CHCF2 )(PEt3 )] (9). The role of the fluorido ligand on the reactivity of complex 2 was assessed by comparison with the analogous chlorido complex. The use of complexes 1, 4 and 6 as catalysts for the derivatization of 1,1,3,3,3-pentafluoropropene provided products, which were generated by hydrodefluorination, hydrometallation and germylation reactions.

References

Mar 14, 2002·Chemistry : a European Journal·Vladimir V Grushin
Jul 18, 2002·Journal of the American Chemical Society·Bradley M Kraft, William D Jones
Dec 14, 2002·Chemical Communications : Chem Comm·Thomas Braun, Robin N Perutz
Dec 15, 2006·Journal of the American Chemical Society·Thomas SchaubUdo Radius
Oct 10, 2007·Angewandte Chemie·Andreas SteffenHans-Georg Stammler
Mar 17, 2010·Angewandte Chemie·Moritz F Kühnel, Dieter Lentz
Mar 4, 2011·Angewandte Chemie·Gregor Meier, Thomas Braun
May 27, 2011·Nature·Takeru FuruyaTobias Ritter
Oct 29, 2013·Journal of the American Chemical Society·Yingda YeMelanie S Sanford
Dec 18, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Xiaoxi Lin, Zhiqiang Weng
Jul 21, 2015·Angewandte Chemie·Lada Zámostná, Thomas Braun
Feb 11, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·Theresia AhrensRoy Herrmann
Aug 18, 2016·Chemical Reviews·Joyce Y Corey
Nov 2, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·Theresia AhrensReik Laubenstein
Nov 14, 2017·Angewandte Chemie·Hironobu SakaguchiSensuke Ogoshi
Mar 22, 2018·Environmental Science and Pollution Research International·Kazuaki TokuhashiShigeo Kondo
Apr 13, 2018·Angewandte Chemie·Clare BakewellMark R Crimmin
May 24, 2018·Chemistry : a European Journal·Cortney N von HahmannThomas Braun
Jun 29, 2018·Angewandte Chemie·Takeshi FujitaJunji Ichikawa
Jul 22, 2018·Chemistry, an Asian Journal·Alma D JaegerDieter Lentz
Aug 21, 2018·Chemical Communications : Chem Comm·Jean-Denys Hamel, Jean-François Paquin
Feb 14, 2019·Angewandte Chemie·Robert SzperaVéronique Gouverneur
Jul 16, 2019·Journal of the American Chemical Society·Nicholas O AndrellaR Tom Baker
Sep 21, 2019·Faraday Discussions·Maria TalaveraThomas Braun
Oct 17, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Conghui XuThomas Braun
Aug 19, 2020·Chemical Reviews·Alexandre J Sicard, R Tom Baker
Oct 29, 2020·Journal of the American Chemical Society·Hiroaki IwamotoSensuke Ogoshi
Jan 28, 2021·Chemistry, an Asian Journal·Xavier BertrandJean-François Paquin

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.