192461-85-1

Basic information

• Product Name: Phosphinic amide, N-[(1S)-2,3-dihydro-1H-inden-1-yl]-P,P-diphenyl-
• CAS NO: 192461-85-1
• Molecular Formula: C21H20NOP
• Molecular Weight: 333.37
• Mol File: 192461-85-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Phosphinic amide, N-[(1S)-2,3-dihydro-1H-inden-1-yl]-P,P-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphinic amide, N-[(1S)-2,3-dihydro-1H-inden-1-yl]-P,P-diphenyl-(192461-85-1)
• EPA Substance Registry System: Phosphinic amide, N-[(1S)-2,3-dihydro-1H-inden-1-yl]-P,P-diphenyl-(192461-85-1)

Safety Data

• Hazardous Substances Data: 192461-85-1(Hazardous Substances Data)

Upstream product

• 83-33-0 inden-1-one 
• 68253-35-0 (E)-indan-1-one oxime 
• 1499-21-4 Diphenylphosphinic chloride 
• 1079-66-9 chloro-diphenylphosphine 
• 68253-35-0 indan-1-one oxime 
• 154051-02-2 C₂₁H₁₈NOP 
• 192461-80-6 N-[(1E)-2,3-dihydro-1H-inden-1-ylidene]-P,P-diphenylphosphinic amide 

Downstream Products

• 10277-74-4 (S)-1-Aminoindane 

Relevant articles and documents

Enantioselective Hydrogenation of Activated Aryl Imines Catalyzed by an Iron(II) P-NH-P′ Complex

Chiral amines are key building blocks in synthetic chemistry with numerous applications in the agricultural and pharmaceutical industries. Asymmetric imine hydrogenation, particularly with iridium catalysts, is well developed. However, imine reduction still remains challenging in the context of replacing such a precious metal with a cheap, nontoxic, and environmentally friendly substitute such as iron. Here, we report that an unsymmetrical iron P-NH-P′ catalyst that was previously shown to be effective for the asymmetric hydrogenation of aryl ketones is also a very effective catalyst for the asymmetric hydrogenation of prochiral aryl imines activated with N-diphenylphosphinoyl or N-tosyl groups. The P-NH-P′ abbreviation stands for (S,S)-PPh2CHPhCHPhNHCH2CH2PiPr2. Density functional theory results suggest that, surprisingly, the NH group on the catalyst activates and orients the imine to hydride attack by hydrogen bonding to the PO or SO group on the imine nitrogen, as opposed to the imine nitrogen itself. This may explain why N-Ph and N-Bu imines are not hydrogenated.

Convenient, enantioselective hydrosilylation of imines in protic media catalyzed by a Zn-trianglamine complex

Chiral hexamine macrocycle derived from trans-1,2-diaminocyclohexane (DACH) in a complex with diethylzinc efficiently catalyzes the asymmetric hydrosilylation of N-phosphorylated aryl-alkyl or aryl-aryl ketimines in protic media with enantiomeric excess o

Zinc-catalyzed enantioselective hydrosilylation of imines

The highly enantioselective reduction of imines is achieved by employing chiral Zn/diamine catalysts. This new catalytic protocol offers attractive features such as use of a non-precious metal and an inexpensive silane, easy modification of chiral diamine