Skip to Content
Merck
  • Direct synthesis of pentafluoroethyl copper from pentafluoropropionate as an economical C2F5 source: application to pentafluoroethylation of arylboronic acids and aryl bromides.

Direct synthesis of pentafluoroethyl copper from pentafluoropropionate as an economical C2F5 source: application to pentafluoroethylation of arylboronic acids and aryl bromides.

Organic letters (2014-06-14)
Hiroki Serizawa, Kohsuke Aikawa, Koichi Mikami
ABSTRACT

The direct synthesis of pentafluoroethyl copper (CuC2F5) from a cuprate reagent and ethyl pentafluoropropionate as one of the most economical and useful pentafluoroethyl sources was accomplished. The advantages of this method are; all the reagents employed are low-cost and operationally simple, and the CuC2F5 reagent is prepared in virtually quantitative yield. Furthermore, the CuC2F5 reagent prepared was successfully applied to two types of pentafluoroethylations with arylboronic acids and aryl bromides to provide the pentafluoroethylated aromatic products in good-to-excellent yields, including large scale operations.

MATERIALS
Product Number
Brand
Product Description

Copper, insulated wire, 20m, conductor diameter 0.24mm, insulation thickness 0.25mm, PTFE (polytetrafluoroethylene) insulation
Copper, rod, 1000mm, diameter 9.5mm, hard, 99.9%
Copper, insulated wire, 5m, conductor diameter 0.125mm, insulation thickness 0.002mm, 2 micron polyesterimide insulation, 99.9%
Copper, insulated wire, 5m, conductor diameter 0.4mm, insulation thickness 0.025mm, polyimide insulation, 99.99%
Copper, insulated wire, 1m, conductor diameter 0.1mm, insulation thickness 0.01mm, PTFE (polytetrafluoroethylene) insulation, 99.99%
Copper, insulated wire, 10m, conductor diameter 0.24mm, insulation thickness 0.25mm, PTFE (polytetrafluoroethylene) insulation
Copper, rod, 500mm, diameter 4.8mm, as drawn, 99.99+%
Copper, insulated wire, 5m, conductor diameter 0.018mm, insulation thickness 0.005mm, polyurethane insulation, 99.99%
Copper - O.F.H.C., foil, 300x300mm, thickness 0.25mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 0.5m coil, thickness 0.025mm, hard, 99.95+%
Copper - O.F.H.C., foil, 25x25mm, thickness 0.125mm, hard, 99.95+%
Copper - O.F.H.C., foil, 300x300mm, thickness 2.0mm, half hard, 99.95+%
Copper, insulated wire, 20m, conductor diameter 0.05mm, insulation thickness 0.002mm, 2 micron polyesterimide insulation, 99.9%
Copper, mesh, 300x300mm, nominal aperture 0.14mm, thickness 0.25mm, wire diameter 0.115mm, 100x100 wires/inch, open area 30.3%, plain weave mesh
Copper, mesh, 30x30mm, nominal aperture 0.2mm, thickness 0.004mm, wire diameter 0.0125mm, 118 wires/inch, open area 88%, electro-formed mesh
Copper, insulated wire, 20m, conductor diameter 0.1mm, insulation thickness 0.015mm, 10-30 micron polyesterimide insulation, 99.9%
Copper, tube, 200mm, outside diameter 3.5mm, inside diameter 1.56mm, wall thickness 0.97mm, as drawn, 99.9%
Copper, tube, 200mm, outside diameter 1.75mm, inside diameter 0.33mm, wall thickness 0.71mm, as drawn, 99.9%
Copper, tube, 200mm, outside diameter 10.4mm, inside diameter 10mm, wall thickness 0.2mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 10mm disks, thickness 0.010mm, hard, 99.95+%
Copper - O.F.H.C., foil, 15mm disks, thickness 0.25mm, half hard, 99.95+%
Copper, tube, 500mm, outside diameter 3.5mm, inside diameter 1.56mm, wall thickness 0.97mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 25mm disks, thickness 0.05mm, hard, 99.95+%
Copper - O.F.H.C., foil, 50mm disks, thickness 0.006mm, hard, 99.95+%
Copper, wire reel, 1000m, diameter 0.04mm, annealed, 99.9%
Copper - O.F.H.C., foil, 4mm disks, thickness 0.25mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 4mm disks, thickness 0.25mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 4mm disks, thickness 0.7mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 1m coil, thickness 0.05mm, coil width 300mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 2m coil, thickness 0.1mm, half hard, 99.95+%