2043-53-0Relevant academic research and scientific papers
Reactions of perfluoroalkyl iodides with CC-multiple bonds induced by transition metal centers
Werner, Konrad Von
, p. 229 - 234 (1985)
Additions of perfluoroalkyl iodides RFI to 1-alkenes can be catalyzed by transition metals, especially by noble metals such as ruthenium or platinum.Complexes of group VI-VIII metals in low oxidation states are even more effective and may also be employed for the addition of RFI to alkynes.Heterogeneous metal catalysts facilitate the transfer of the perfluoroalkyl group from RFI to aromatic ring systems.Iodo-perfluoroalkanes 1 belong to the most important intermediates in organofluorine chemistry.The addition of 1 to alkenes according to is known to be a radical process which can be initiated by means of heat, UV- or γ-radiation, electrocatalysis or by organic azo or peroxo compounds.We found that this type of reactions can generally be carried out using two kinds of transition metal catalysts.
TRANSITION-METAL COMPLEX CATALYZED POLYFLUOROALKYLATION. I. FACILE ADDITION OF POLYFLUOROALKYL HALIDES TO CARBON-CARBON MULTIPLE BONDS
Fuchikami, Takamasa,Ojima, Iwao
, p. 303 - 306 (1984)
Addition of polyfluoroalkyl halides to alkynes and alkenes bearing a variety of substituents is effected by the catalysis of iron, cobalt and ruthenium carbonyl complexes to give the corresponding adducts in good to excellent yields under mild conditions.
Cap-and-tag solid phase oligosaccharide synthesis
Carrel, Frederic R.,Seeberger, Peter H.
, p. 2058 - 2065 (2008/09/19)
(Chemical Equation Presented) A new "cap-and-tag" strategy is applied to solid phase oligosaccharide synthesis. Acetyl-capping and fluorous-tagging allowed for the facile separation of the desired F-tagged oligosaccharide from the acetyl-capped deletion sequences using fluorous solid phase extraction. To illustrate this approach, a protected Glc-β-(1→6) -Man-α-(1→6)-Glc-β-1→pentenyl trisaccharide was synthesized.
PROCESS FOR PRODUCING FLUORINATED ACRYLIC ESTER
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Page/Page column 6-7, (2008/06/13)
A mixture of fluorine-containing acrylic esters represented by CF3(CF2)nCH2CH2OCOCR1=CH2 wherein R1 is a hydrogen atom, a methyl group or a halogen atom and "n" is an integer of at least zero is subjected to distillation under such conditions that the esters are not polymerized, so as to give a mixture of the esters with a less content of impurities (that is, olefins represented by CF3(CF2)nCH=CH2 and alcohols represented by CF3(CF2)nCH2CH2OH) at a high yield.
Ionic transformations in extremely nonpolar fluorous media: Phase transfer catalysis of halide substitution reactions
Consorti, Crestina S.,Jurisch, Markus,Gladysz, John A.
, p. 2309 - 2312 (2008/02/05)
Fluorous solutions of alkyl halides R18(CH2) mX (m = 2, 3; X = Cl, Br, I) are inert toward solid or aqueous NaCl, NaBr, and Kl, but halide substitution occurs in the presence of fluorous phosphonium salts (10 mol %, 76-100 °C).
Copper salt-catalysed reaction of perfluoroalkyl halides with olefins
Igumnov, Sergei M.,Don, Veronika L.,Vyazkov, Vladimir A.,Narinyan, Karen E.
, p. 189 - 190 (2007/10/03)
Perfluoroalkyl halides react with olefins in the presence of copper acetate and hydrazine to give 1,2-addition products.
Purification of fluorinated alcohols
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Page/Page column 4, (2008/06/13)
A process for reducing the level of perfluoroalkanoic acids, perfluoroalkanoic esters, and perfluoroalkyliodides in fluorinated alcohols comprising heating a fluorinated alcohol, or mixtures thereof, containing said acids, esters, or iodides to a temperature of at least 175° C. in the presence of water and a base additive is disclosed.
Metallic copper catalyst for polyfluoroalkylethyl iodide production and process for producing polyfluoroalkylethyl iodide
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Page/Page column 4-5, (2008/06/13)
The present invention provides a metallic copper catalyst for use in an ethylene addition reaction to polyfluoroalkyl iodides, a process for efficiently producing a polyfluoroalkylethyl iodide using such a metal copper catalyst in an ethylene addition reaction to a polyfluoroalkyl iodide, and a process for efficiently producing a polyfluoroalkylethyl iodide from a polyfluoroalkyl iodide using the same metallic copper catalyst in a telomerization reaction and a subsequent ethylene addition reaction.
PROCESS FOR PRODUCING FLUOROALKYL IODIDE
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Page column 8, (2008/06/13)
The present invention provides a process for producing a fluoroalkyl iodide represented by the general formula (II):Rf-CH2CH2I wherein Rf is a perfluoroalkyl or polyfluoroalkyl group comprising 1 to 20 carbons, the process comprising reacting hydrogen iodide gas with a fluoroalkene in the presence of a catalyst. The present invention also provides a process for producing a fluoroester by reacting the fluoroalkyl iodide with a carboxylate.
Coupling between a fluorinated olefin and a perfluorinated iodide: A model study on the reaction mechanism of perfluorinated polymer cross-linking
Wlassics, Ivan,Barchiesi,Sala
, p. 119 - 126 (2007/10/03)
In a model study, 1H, 19C, 13 C-1H and 1H-1H correlated NMR techniques confirm a Markovnikov type reaction intermediate for the major coupling products between a short, low MW perfluorinated iodide C2F5I (I) and a short, low MW fluorinated olefin CF3(CF2)7CH=CH2 (II). The reaction is peroxide induced (di-t-butyl peroxide, DTBP) and is conducted at 140 °C for a 3 h reaction time in a sealed glass ampoule. Side reaction products due to the reaction of DTBP with radical reaction intermediates were also observed and identified. The study aimed to mimic as closely as possible the peroxide-initiated coupling reaction between an iodine terminated fluoropolymer (model compound I) and its fluorinated di-olefin coupling agent (model compound II). A mono-olefin was chosen to simplify the model reaction.
