86632-33-9

Basic information

• Product Name: PHOSPHINE OXIDE, [1,1'-BINAPHTHALENE]-2,2'-DIYLBIS
• Synonyms: PHOSPHINE OXIDE, [1,1'-BINAPHTHALENE]-2,2'-DIYLBIS
• CAS NO: 86632-33-9
• Molecular Formula: C₄₄H₃₂O₂P₂
• Molecular Weight: 654.67
• Mol File: 86632-33-9.mol
• Article Data: 44

Chemical Properties

• Melting Point: 293-295 °C (decomp)
• Boiling Point: 864.8±65.0 °C(Predicted)
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• CAS DataBase Reference: PHOSPHINE OXIDE, [1,1'-BINAPHTHALENE]-2,2'-DIYLBIS(CAS DataBase Reference)
• NIST Chemistry Reference: PHOSPHINE OXIDE, [1,1'-BINAPHTHALENE]-2,2'-DIYLBIS(86632-33-9)
• EPA Substance Registry System: PHOSPHINE OXIDE, [1,1'-BINAPHTHALENE]-2,2'-DIYLBIS(86632-33-9)

Safety Data

• Hazardous Substances Data: 86632-33-9(Hazardous Substances Data)

Usage

General Description

Phosphine oxide, [1,1'-binaphthalene]-2,2'-diylbis is a chemical compound used in organic synthesis and catalysis. It is a phosphine oxide ligand, meaning it can bind to metal ions and assist in chemical reactions. PHOSPHINE OXIDE, [1,1'-BINAPHTHALENE]-2,2'-DIYLBIS is commonly used in asymmetric catalysis, which is a key process in the production of pharmaceuticals and fine chemicals. It has a rigid, chiral structure which makes it particularly effective in controlling the stereochemistry of reactions. Overall, phosphine oxide, [1,1'-binaphthalene]-2,2'-diylbis is an important tool in the field of organic chemistry, enabling the creation of complex molecules with high levels of selectivity and efficiency.

Upstream product

• 74866-28-7 2,2'-dibromo-1,1'-binaphthyl 
• 1499-21-4 Diphenylphosphinic chloride 
• 76144-87-1 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl 
• 602-09-5 1,1'-bi-2-naphthol 
• 130164-89-5 2,2’-bis(diphenylphosphinooxide)-1,1’-binaphthalene 
• 76144-87-1 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 2743-38-6 O,O'-dibenzoyl-L-tartaric acid 
• 76144-87-1 (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) 
• 1079-66-9 chloro-diphenylphosphine 

Downstream Products

• 76144-87-1 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 
• 86632-33-9 (R)-2,2’-bis(1,1-diphenyl-1,1’-phosphine oxide)-1,1’-binaphthyl 
• 86632-33-9 (S)-1,1'-binaphthalene-2,2'-diylbis(diphenylphosphine oxide) 
• 76144-87-1 (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) 
• 597578-38-6 11-phenylbenzo[b]dinaphtho[2,1-d:1’,2’-f]phosphepine-1 1-oxide 
• 597578-44-4 2,2'-bis[phenyl(2-trimethylsilylphenyl)phosphinoyl]-1,1'-binaphthyl 
• 76144-87-1 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl 

Relevant articles and documents

The Trityl-Cation Mediated Phosphine Oxides Reduction

Reduction of phosphine oxides into the corresponding phosphines using PhSiH3 as a reducing agent and Ph3C+[B(C6F5)4]? as an initiator is described. The process is highly efficient, reducing a broad range of secondary and tertiary alkyl and arylphosphines, bearing various functional groups in generally good yields. The reaction is believed to proceed through the generation of a silyl cation, which reaction with the phosphine oxide provides a phosphonium salt, further reduced by the silane to afford the desired phosphine along with siloxanes. (Figure presented.).

Photoresponsive Propeller-like Chiral AIE Copper(I) Clusters

A pair of propeller-like chiral trinuclear CuI clusters (R/S-Cu3) with unique photoinduced fluorescence enhancement were prepared. R/S-Cu3 showed intense variable luminescence after UV light irradiation, which was attributed to the stepwise oxidation of ligand in the clusters. It exhibited typical aggregation-induced emission (AIE) (αAIE=17.3). Mechanism studies showed that metal cluster-centered (MCC) and triplet metal-to-ligand charge-transfer (3MLCT) processes are the origin of the luminescence; the processes are regulated by a restriction of intramolecular motions mechanism in a different state. The chiral structure and AIE feature endow R/S-Cu3 with remarkable circularly polarized luminescence (glum=2×10?2) in the aggregated state. It shows good capability for producing reactive oxygen species. This work enriches the kinds of atomically precise AIE clusters, gains insight into their luminescence mechanism, and offers the prospect of application in multifunctional materials.

Evaluation of bifunctional chiral phosphine oxide catalysts for the asymmetric hydrosilylation of ketimines

A series of bifunctional phosphine oxides have been prepared and evaluated as catalysts for the trichlorosilane mediated asymmetric hydrosilylation of ketimines. bis-Phosphine oxides, hydroxy-phosphine oxides, and biaryl phosphine oxides all demonstrated good catalytic activity, but poor to moderate enantioselectivity. A bis-P-chiral phosphine oxide displayed the highest enantioselectivity of 60%.