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  • Stereospecific Ni-catalyzed cross-coupling of potassium alkenyltrifluoroborates with alkyl halides.

Stereospecific Ni-catalyzed cross-coupling of potassium alkenyltrifluoroborates with alkyl halides.

Organic letters (2014-03-29)
Gary A Molander, O Andreea Argintaru
ABSTRACT

A general method for the alkenylation of alkyl electrophiles using nearly stoichiometric amounts of the air- and moisture-stable potassium organotrifluoroborates has been developed. Various functional groups were tolerated on both the nucleophilic and electrophilic partner. Reactions of highly substituted E- and Z-alkenyltrifluoroborates, as well as vinyl- and propenyltrifluoroborates, were successful, and no loss of stereochemistry or regiochemistry was observed.

MATERIALS
Product Number
Brand
Product Description

Nickel, foil, 0.5m coil, thickness 0.0075mm, 99.9%
Nickel, foil, 4mm disks, thickness 0.009mm, 99.95%
Nickel, foil, 10mm disks, thickness 0.003mm, 99.95%
Nickel, foil, not light tested, 100x100mm, thickness 0.002mm, 99.95%
Nickel, foil, not light tested, 25x25mm, thickness 0.001mm, 99.95%
Nickel, foil, 0.5m coil, thickness 0.15mm, annealed, 99%
Nickel, wire reel, 100m, diameter 0.5mm, as drawn, 99%
Nickel, tube, 1000mm, outside diameter 0.8mm, inside diameter 0.64mm, wall thickness 0.08mm, as drawn, 99.5%
Nickel, foil, 15mm disks, thickness 0.5mm, as rolled, 99.99+%
Nickel, rod, 100mm, diameter 9.5mm, 99%
Nickel, foil, 1m coil, thickness 0.1mm, annealed, 99%
Nickel, tube, 100mm, outside diameter 0.75mm, inside diameter 0.59mm, wall thickness 0.08mm, hard, 99.5%
Nickel, foil, 1m coil, thickness 0.025mm, 99.9%
Nickel, foil, 15mm disks, thickness 0.25mm, as rolled, 99.99+%
Nickel, rod, 50mm, diameter 10.0mm, 99.99+%
Nickel, rod, 100mm, diameter 12.0mm, 99%
Nickel, foil, 1m coil, thickness 0.5mm, annealed, 99.98%
Nickel, rod, 100mm, diameter 6.35mm, 99%
Nickel, foil, 1m coil, thickness 0.15mm, coil width 12mm, annealed, 99%
Nickel, foil, 15mm disks, thickness 0.025mm, as rolled, 100%
Nickel, rod, 100mm, diameter 12.7mm, 99.98%
Nickel, rod, 50mm, diameter 40mm, 99%
Nickel, rod, 500mm, diameter 12.0mm, 99%
Nickel, foil, 10mm disks, thickness 0.3mm, as rolled, 100%
Nickel, tube, 200mm, outside diameter 0.8mm, inside diameter 0.64mm, wall thickness 0.08mm, as drawn, 99.5%
Nickel, rod, 500mm, diameter 3.3mm, 99.99+%
Nickel, tube, 100mm, outside diameter 0.8mm, inside diameter 0.5mm, wall thickness 0.15mm, as drawn, 99.5%
Nickel, wire reel, 200m, diameter 0.25mm, hard, 99.98%
Nickel, foil, 15mm disks, thickness 0.3mm, annealed, 99%
Nickel, rod, 50mm, diameter 25.4mm, 99.98%