1594027-06-1

Basic information

• Product Name: (S)-N-(4-(4-fluorophenyl)-4-oxobutan-2-yl)acetamide
• Synonyms: (S)-N-(4-(4-fluorophenyl)-4-oxobutan-2-yl)acetamide
• CAS NO: 1594027-06-1
• Molecular Weight: 223.247
• Mol File: 1594027-06-1.mol

Chemical Properties

• CAS DataBase Reference: (S)-N-(4-(4-fluorophenyl)-4-oxobutan-2-yl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-(4-(4-fluorophenyl)-4-oxobutan-2-yl)acetamide(1594027-06-1)
• EPA Substance Registry System: (S)-N-(4-(4-fluorophenyl)-4-oxobutan-2-yl)acetamide(1594027-06-1)

Safety Data

• Hazardous Substances Data: 1594027-06-1(Hazardous Substances Data)

Upstream product

• 1189122-36-8 (Z)-N-(4-(4-fluorophenyl)-4-oxobut-2-en-2-yl)acetamide 

Relevant articles and documents

MaxPHOS ligand: PH/NH tautomerism and rhodium-catalyzed asymmetric hydrogenations

MaxPHOS is an active and robust P-stereogenic ligand for asymmetric catalysis. The presence of an -NH- bridge between the two phosphine moieties allows the NH/PH tautomerism to take place. The neutral ligand, in which the NH form predominates, is an air-sensitive compound. However, protonation of MaxPHOS leads to the stable PH form of the ligand, in which the overall positive charge is distributed on both P centers. This protonation turns the MaxPHOS×HBF4 salt 3 into an air-stable compound both in the solid state and in solution. The salt 3 is also a convenient precursor for the preparation of rhodium(I) complexes by direct ligand exchange with the complex [Rh(acac)(cod)]. Finally, the corresponding rhodium(I)-MaxPHOS complex was tested in the asymmetric hydrogenation of a wide range of substrates. The complex proved to be a highly selective and robust system in these reactions.