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

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 
• 868140-13-0 4,4'-dibromo-(2,2'-bis(diphenylphosphino)-1,1'-binaphthyl) dioxide 
• 204862-91-9 2-(diphenylphosphinyl)-2'-(diphenylphosphanyl)-1,1'-binaphthalene 

Relevant articles and documents

Chiral Recognition of in Situ-Oxidized Phosphine Oxides with Octahedral Indium Complexes by 31P NMR Spectroscopy

Herein, efficient chiral recognition of phosphine oxides with octahedral indium complexes was demonstrated. Direct chiral analysis of in situ-prepared phosphine oxides formed using phosphines and hydrogen peroxide was conducted effectively via 31P nuclear magnetic resonance spectroscopy. Sufficient peak resolution of chiral phosphines was obtained consistently, thereby enabling the reliable determination of absolute chirality. Rational 1:1 binding models based on experiments and density functional theory calculations have been proposed.

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.

An enantioselective oxidative coupling reaction of 2-naphthol derivatives catalyzed by chiral diphosphine oxide-iron(ii) complexes

An enantioselective oxidative coupling of 2-naphthol derivatives is developed with the use of chiral Fe(ii)-diphosphine oxide complexes. Optically active 1,1-bi-2-naphthol derivatives can be synthesized in high yields when a 2?:?1 complex of (S)-xylyl-iPrO-BIPHEP-oxide and Fe(OTf)2 is used in the presence of t-butyl hydroperoxide as an oxidant. The non-linear effect, X-ray crystal structure and ESI-MS suggest that a 2?:?1 complex of (S)-xylyl-iPrO-BIPHEP-oxide and Fe(OTf)2 is a pre-catalyst for a Fe(iii)/Fe(iv) redox cycle.