3,3′-Bipyridine, 4,4′-bis(diphenylphosphino)-2,2′,6,6′-tetramethoxy-, (3R)-; 3,3′-Bipyridine, 4,4′-bis(diphenylphosphino)-2,2′,6,6′-tetramethoxy-, (3S)-

3,3′-Bipyridine, 4,4′-bis(diphenylphosphino)-2,2′,6,6′-tetramethoxy-, (3R)-1 [221012-82-4] C38H34N2O4P2 (MW 644.64) InChI = 1S/C38H34N2O4P2/c1-41-33-25-31(45(27-17-9-5-10-18-27)28-19-11-6-12-20-28)35(37(39-33)43-3)36-32(26-34(42-2)40-38(36)44-4)46(29-21-13-7-14-22-29)30-23-15-8-16-24-30/h5-26H,1-4H3 InChIKey = JZOSBBLJKXSBBN-UHFFFAOYSA-N 3,3′-Bipyridine, 4,4′-bis(diphenylphosphino)-2,2′,6,6′-tetramethoxy-, (3S)-1 [362524-23-0] C38H34N2O4P2 (MW 644.64) InChI = 1S/C38H34N2O4P2/c1-41-33-25-31(45(27-17-9-5-10-18-27)28-19-11-6-12-20-28)35(37(39-33)43-3)36-32(26-34(42-2)40-38(36)44-4)46(29-21-13-7-14-22-29)30-23-15-8-16-24-30/h5-26H,1-4H3 InChIKey = JZOSBBLJKXSBBN-UHFFFAOYSA-N (chiral biaryl bisphosphine ligands2 used for high activity and selectivity in catalytic hydrogenation of ketones, β-ketoesters, α,β-unsaturated carbonyl compounds, quinolines; transfer hydrogenation, Pauson–Khand-type reactions, carbonylation, and other reductions) Alternate Names: (R)-P-Phos and (S)-P-Phos. Physical Data: mp 261−265 °C. Solubility: soluble in organic solvents (CH2Cl2, THF, dioxane); reacts with alcohols, amines, and water. Form Supplied in: solid (R-isomer) yellow powder (S-isomer); commercially available. Preparation and Purification: the (S)- and (R)-enantiomers were prepared from commercially available 2,6-dimethoxypyridine via Ullmann coupling as the key step. The enantiomers were separated by chemical resolution and characterized by 1H, 31P NMR, elemental analysis, and high-resolution mass spectrometry.2 Handling, Storage, and Precautions: irritating to respiratory system (S-isomer). Stored under inert atmosphere in a cool, ventilated area.