64739-16-8Relevant academic research and scientific papers
2-Iodoxybenzoic acid ditriflate: The most powerful hypervalent iodine(v) oxidant
Yusubov, Mekhman S.,Soldatova, Natalia S.,Postnikov, Pavel S.,Valiev, Rashid R.,Yoshimura, Akira,Wirth, Thomas,Nemykin, Victor N.,Zhdankin, Viktor V.
supporting information, p. 7760 - 7763 (2019/07/12)
A ditriflate derivative of 2-iodoxybenzoic acid (IBX) was prepared by the reaction of IBX with trifluoromethanesulfonic acid and characterized by single crystal X-ray crystallography. IBX-ditriflate is the most powerful oxidant in a series of structurally similar IBX derivatives which is best illustrated by its ability to readily oxidize hydrocarbons and the oxidation resistant polyfluoroalcohols.
Transition metal complexes bearing NHC ligands substituted with secondary polyfluoroalkyl groups
Kola?íková,?im?nek,Rybá?ková,Cva?ka,B?ezinová,Kví?ala
supporting information, p. 19663 - 19673 (2015/11/27)
Using three different approaches, racemic 1-(perfluoroalkyl)ethylamines were synthesized from perfluoroalkyl iodides or perfluoroalkanoic acids, and further transformed to the corresponding N,N′-disubstituted ethane-1,2-diimines and ethane-1,2-diamines as mixtures of diastereoisomers. Their cyclization afforded imidazolium or dihydroimidazolium salts, which led to silver or palladium complexes bearing NHC ligands substituted with secondary polyfluoroalkyl groups. The palladium complexes bearing a throwaway 3-chloropyridine ligand proved to be moderately active in the model Suzuki-Miyaura coupling.
Organofluorine compounds and fluorinating agents part 17: Sonochemical-forced preparation of perfluoroalkanals and their use for non-conventional acetalations of carbohydrates 1, 2
Miller, Alexey O.,Peters, Dietmar,Zur, Cornelia,Frank, Michael,Miethchen, Ralf
, p. 33 - 38 (2007/10/03)
The homologous 1-iodo-perfluoroalkanes 1a-1c and α,ω-dibromo-perfluoroalkanes 4a, 4b were carbonylated with DMF in the presence of Al/SnCl2 or Al/PbBr2 under sonication in a short reaction time. The hydrated aldehydes 2a-2c and 5a, 5b respectively were obtained in good yields allowing dehydration to 3a-3c and 6a, 6b. Some of the fluorinated aldehydes were selected as substrates in a Wittig-Horner olefination assisted by ultrasound and in non-conventional acetalations of methyl α-L-rhamnopyranoside (9). Thus, (E)-1-perfluorooctyl-2-phenylsulphonyl-ethene (8) was prepared from 3c and the phosphonate 7 by Wittig-Horner synthesis. Acetalations of 9 were carried out with the aldehydes (3a, 3b, 6a), hydrated aldehydes (2a, 2b), and the aldehyde hemiacetal 12 respectively, in the presence of dicyclohexylcarbodiimide (DCC). In all cases, a selective epimerization was observed at the C-atom 3 of the monosaccharide, i.e. polyfluoroalkylidenated 6-deoxy-α-L-altropyranosides 10, 11, 13, and 14 were obtained.
Reactivity of perfluorohexyl iodide with N,N-disubstituted amides and esters in the presence of a metal couple and radical initiator
Benefice-Malouet, S.,Commeyras, A.
, p. 103 - 108 (2007/10/02)
The reactivity of perfluorohexyl iodide with N,N-disubstituted amides or ethyl formate as solvents and reactants, in the presence of a zinc-copper metal couple and radical initiator, has been investigated.In each case, the corresponding perfluorinated carbonyl compounds, such as aldehydes, amides, ketones and esters, were obtained in good yield, thus proving the efficacy of this reaction.The influence of the radical initiator on the reaction mechanisms has been studied and is discussed. - Keywords: Reactivity; Perfluorohexyl iodide; Disubstituted amines; Zinc-copper metal couple; Radical initiator; NMR spectroscopy; IR spectroscopy; Mass spectrometry
