The application of fluorous phosphine-modified catalysts for the hydrogenation of olefins is reviewed.
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Effect of surface modification on silica supported Ti catalysts for cyclohexene oxidation with vapor-phase hydrogen peroxide.
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Department of Chemical and Biological Engineering USA
Surface modification grafting of organic moieties on a Lewis acid catalyst (silica supported Ti catalyst, Ti-SiO) alters the activation of HO in vapor-phase cyclohexene epoxidation. Grafting a fluorous group (1,1-perfluoro-octyl) suppresses activity of Ti-SiO. Conversely, grafting either a nonpolar group (octyl) or a polar aprotic group (triethylene glycol monomethyl ether) enhances rates and shifts selectivity toward -1,2-cyclohexanediol.
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October 2024
Department of Chemistry, University of York, Heslington, York YO10 5DD, UK.
As part of an ongoing study of the structure and properties of mixtures of ionic liquids in which one component has a hydrocarbon chain and the other a semiperfluorocarbon chain, we now report a study of the mixtures [CMIM][CMIM-F][TfN], [CMIM][CMIM-F][TfN] and [CMIM][CMIM-F][TfN], where [CMIM][TfN] is 1-methyl-3-octylimidazolium bis(trifluoromethylsulfonyl)imide, [CMIM][TfN] is 1-decyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, [CMIM-F][TfN] is 1-(1,1,2,2-perfluorooctyl)-3-methylimidizolium bis(trifluoromethylsulfonyl)imide and [CMIM-F][TfN] is 1-(1,1,2,2-perfluorodecyl)-3-methylimidizolium bis(trifluoromethylsulfonyl)imide. The mixtures were investigated using small-angle X-ray (SAXS) and neutron (SANS) scattering complemented by molecular dynamics simulations (with viscosity and surface tension measurements also possible for the mixtures [CMIM][CMIM-F][TfN]). Unlike previous studies of [CMIM][CMIM-F][TfN], where no strong evidence of alkyl/fluoroalkyl chain segregation or triphilic behaviour was seen (Elstone , , 2023, 127, 7394-7407), these new mixtures show the formation of small aggregates of varying sizes of each component, even though all were co-miscible across the full range of compositions.
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RIKEN Center for Emergent Matter Science, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
Fast and direct permeation of drug molecules is crucial for effective biotherapeutics. Inspired by a recent finding that fluorous compounds disrupt the hydrogen-bonded network of water, we developed fluoro-crown ether phosphate FP-X. This compound acts as a fast cell-permeating agent, enabling direct delivery of various bioactive cargos (X) into cancer cells without endocytic entrapment.
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Acta Crystallogr C Struct Chem
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School of Natural Sciences & Catalysis Research Center (CRC), Technische Universität München, Ernst-Otto-Fischer Strasse 1, 85748 Garching, Germany.
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Institut des Sciences Moléculaires, CNRS UMR 5255, Université de Bordeaux, 351, Crs de la Libération, 33405, Talence, France.
The chlorine radical is a strong HAT (Hydrogen Atom Transfer) agent that is very useful for the functionalization of C(sp)-H bonds. Albeit highly attractive, its generation from the poorly oxidizable chloride ion mediated by an excited photoredox catalyst is a difficult task. We now report that 8R-4CzIPN, an electron-deficient fluorous derivative of the benchmark 4CzIPN photoredox catalyst belonging to the donor-acceptor carbazole-cyanoarene family, is not only a better photooxidant than 4CzIPN, but also becomes an excellent host for the chloride ion.
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