MilliporeSigma

Iridium-catalyzed asymmetric hydrogenation of olefins.

Accounts of chemical research (2007-08-04)
Stephen J Roseblade, Andreas Pfaltz
ABSTRACT

Asymmetric hydrogenation is one of the most important catalytic methods for the preparation of optically active compounds. For a long time the range of olefins that could be hydrogenated with high enantiomeric excess was limited to substrates bearing a coordinating group next to the C+C bond. We have found a new class of catalysts, iridium complexes with chiral P, N ligands, that overcome these limitations. For a wide range of unfunctionalized olefins, excellent enantioselectivities could be achieved. Because these catalysts do not require the presence of any particular functional group in the substrate, they considerably broaden the scope of asymmetric hydrogenation. In addition, promising results were also obtained with certain functionalized alkenes, furans, and benzofurans.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Iridium, black, powder, −200 mesh, ≥99% trace metals basis
Sigma-Aldrich
Iridium, wire, diam. 0.15 mm, 99.9% trace metals basis
Sigma-Aldrich
Iridium, evaporation slug, diam. × L 0.6 cm × 1.2 cm, 99.9% trace metals basis
Sigma-Aldrich
Iridium, foil, thickness 0.25 mm, 99.9% trace metals basis
Sigma-Aldrich
Iridium, powder, 99.9% trace metals basis
Iridium, wire reel, 0.1m, diameter 1.0mm, as drawn, 99.9%
Iridium, wire reel, 0.5m, diameter 0.125mm, as drawn, 99.9%
Iridium, wire reel, 0.5m, diameter 0.15mm, as drawn, 99.9%
Iridium, wire reel, 0.2m, diameter 0.38mm, as drawn, 99.9%
Iridium, wire reel, 0.5m, diameter 0.177mm, as drawn, 99.9%
Iridium, wire, straight, 50mm, diameter 0.6mm, as drawn, 99.9%
Iridium, wire, straight, 50mm, diameter 1.0mm, as drawn, 99.9%
Iridium, wire reel, 0.5m, diameter 0.125mm, as drawn, 99.5%
Iridium, wire reel, 2m, diameter 0.15mm, as drawn, 99.9%
Iridium, wire, straight, 500mm, diameter 0.5mm, as drawn, 99.9%
Iridium, wire, straight, 200mm, diameter 0.8mm, as drawn, 99.9%
Iridium, wire reel, 1m, diameter 0.125mm, as drawn, 99.9%
Iridium, wire, straight, 100mm, diameter 0.7mm, as drawn, 99.9%
Iridium, wire, straight, 50mm, diameter 0.8mm, as drawn, 99.9%
Iridium, wire reel, 1m, diameter 0.1mm, as drawn, 99.9%
Iridium, wire reel, 0.2m, diameter 1.0mm, as drawn, 99.9%
Iridium, wire reel, 0.2m, diameter 0.5mm, as drawn, 99.9%
Iridium, wire reel, 0.2m, diameter 0.8mm, as drawn, 99.9%
Iridium, wire, straight, 200mm, diameter 0.5mm, as drawn, 99.9%
Iridium, wire reel, 0.4m, diameter 0.5mm, as drawn, 99.9%
Iridium, wire reel, 0.5m, diameter 0.2mm, as drawn, 99.9%
Iridium, wire reel, 0.5m, diameter 0.075mm, as drawn, 99.9%
Iridium, wire reel, 0.5m, diameter 0.1mm, as drawn, 99.9%
Iridium, wire reel, 2m, diameter 0.125mm, as drawn, 99.5%
Iridium, wire, straight, 200mm, diameter 0.7mm, as drawn, 99.9%