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The "Catalyst-on-a-Tape" method presents a groundbreaking delivery and recovery approach for homogeneous fluorous catalysts, enhancing reaction efficiency while minimizing environmental impact. Leveraging Teflon and unique fluorous compounds, this method facilitates effective liquid/liquid phase separation. The reaction process includes heating reactants, tape removal, and the addition of specific agents, demonstrating superior recycling capabilities. This technology unlocks potential applications in industrial chemistry, including the oxidation of alcohols, epoxidation of alkenes, and Fischer-Tropsch synthesis, marking a significant advancement in catalysis.
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“Catalyst-on-a-Tape”—Teflon: A New Delivery and Recovery Method for Homogeneous Fluorous Catalysts
Latest CENs Biffis, A. et al. Org. Lett. 1998, 7, 1841
“fluorous ponytails” : (CH2)m(CF2)n-1CF3 Co-cat : Co{OOC(CH2)2(CF2)7CF3}2 ; C6F14 : $17.6 (10ml) Ru-cat : K[Ru(C7F15COCHCOC7F15)2] ; C8F14Br : $45 (1 g) Horvath, I. T. et al. Acc. Chem. Res. 1998, 31, 641
liquid/liquid phase separation Dinh, L. D. et al. New. J. Chem. 2005, 29, 173
Reaction for four cycles • As opposed to leaching • Some intrinsic problem with the recycling method
Effect of Teflon • All reactants • except • PhMe2SiH • are added; • (b) The mixture • is heated to • 55 °C; • (c) The tape is • removed; • (d) The • PhMe2SiH is • added.
Results • “catalyst-on-a-tape” 的系統提供了許多反應上的好處,也可以減少對環境的污染。 • 氟的化合物提供一個最合適的反應條件或適用於某些特定的反應,可以應用在工業上面。
Synthesis for catalyst Gladysz, J. A. et al. J. Am. Chem.Soc. 1999, 121, 2696
including the homogeneous oxidation of alcohols and alkenols and the epoxidation of alkenes." Friedel-Crafts acylations and esterifications. • a chelating solvent such as tetrahydrofuran (THF) • Reactions can be catalyzed under monophasic conditions at the high-temperature limit, and the products and catalyst can be separated under biphasic conditions at the low-temperature limit highly electron-withdrawing perfluoroalkyl groups C6F6/CF3C6H5 solution PhSiH(Me)2 : moisture sensitive(5g/$20)
Epoxidation Esterification Friedel-Crafts acylations