76144-87-1

Basic information

• Product Name: (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine)
• CAS NO: 76144-87-1
• Molecular Weight: 622.686
• Mol File: 76144-87-1.mol
• Article Data: 42

Chemical Properties

• CAS DataBase Reference: (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine)(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine)(76144-87-1)
• EPA Substance Registry System: (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine)(76144-87-1)

Safety Data

• Hazardous Substances Data: 76144-87-1(Hazardous Substances Data)

Upstream product

• 4376-01-6 sodium diphenylphosphide 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 128544-05-8 (R)-(-)-1,1'-bi-2-naphthol triflate 
• 829-85-6 diphenylphosphane 
• 126613-06-7 (S)-2,2'-bis((trifluoromethanesulfonyl)oxy)-1,1'-binaphthyl 
• 1079-66-9 chloro-diphenylphosphine 
• 602-09-5 1,1'-bi-2-naphthol 
• 4559-70-0 Diphenylphosphine oxide 
• 18531-99-2 (S)-[1,1']-binaphthalenyl-2,2'-diol 
• 108-86-1 bromobenzene 
• 41593-58-2 diphenylphosphineborane 
• 1499-21-4 Diphenylphosphinic chloride 
• 130164-89-5 2,2’-bis(diphenylphosphinooxide)-1,1’-binaphthalene 
• 74866-28-7 2,2'-dibromo-1,1'-binaphthyl 

Downstream Products

• 303975-55-5 ethyl 4-[4-[4-(7-methoxyheptyloxy)-3,5-dimethylphenyl]piperazin-1-yl]benzoate 
• 303975-65-7 4-[4-(4-phenylpiperidin-1-yl)phenyl]piperazine-1-carboxylic acid tert-butyl ester 
• 303976-10-5 1-[4-[4-(cis-2,6-dimethylmorpholin-4-yl)phenyl]piperazin-1-yl]ethanone 
• 130164-89-5 2,2’-bis(diphenylphosphinooxide)-1,1’-binaphthalene 
• 355386-68-4 (R)-N-(1-Aza-bicyclo[2.2.2]oct-3-yl)(5-(3-(4-morpholinyl)phenyl)thiophene-2-carboxamide) 
• 129414-26-2 4-pyrrolidin-1-yl-benzoic acid methyl ester 
• 342898-59-3 (R)-7-benzyloxy-3-(4-benzyloxyphenyl)-3,4-dihydro-2H-benzo[1,4]oxazine 
• 288398-50-5 methyl 4-[(4-methoxyphenyl)amino]-5-methylthiothiophene-2-carboxylate 
• 288398-51-6 methyl 4-[(3-fluoro-4-methylphenyl)amino]-5-methylthiothiophene-2-carboxylate 
• 289707-51-3 4-(4-anilinophenoxy)-7-methoxy-N-(3-morpholinopropyl)quinoline-6-carboxamide 
• 285548-58-5 4-[(3,3-dimethyl-7-ethyl-2,3-dihydro-benzofuran-5-yl)-amino]-benzoic acid ethyl ester 
• 285548-59-6 4-[(3,3-dimethyl-7-isopropyl-2,3-dihydro-benzofuran-5-yl)-amino]-benzoic acid ethyl ester 

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.).

Synthesis method of 2, 2 '-bisdiphenylphosphino-1, 1'-binaphthalene

The invention relates to a synthesis method of 2, 2 '-bisdiphenylphosphino-1, 1'-binaphthalene, which is realized by the following steps: step 1, carrying out BUCHERER reaction on 1, 1 '-binaphthyl-2-naphthol to generate 1, 1'-binaphthyl-2, 2 '-diamine; 2, subjecting 1, 1 '-binaphthyl-2, 2'-diamine to a Sandmeyer reaction to generate binaphthyl dibromide; and 3, carrying out a Grignard reaction onthe binaphthyl dibromide and diphenyl phosphine chloride to generate 2, 2 '-bisdiphenylphosphino-1, 1'-binaphthalene (BINAP). Bulk chemical raw materials are used and are low in price and easy to obtain, and the production cost is effectively reduced; the method has the advantages of easily available raw materials, high reaction yield, simple post-treatment, facilitation of industrial amplification, and strong industrial application prospect.

Chemoselective Reduction of Phosphine Oxides by 1,3-Diphenyl-Disiloxane

Reduction of phosphine oxides to the corresponding phosphines represents the most straightforward method to prepare these valuable reagents. However, existing methods to reduce phosphine oxides suffer from inadequate chemoselectivity due to the strength of the P=O bond and/or poor atom economy. Herein, we report the discovery of the most powerful chemoselective reductant for this transformation to date, 1,3-diphenyl-disiloxane (DPDS). Additive-free DPDS selectively reduces both secondary and tertiary phosphine oxides with retention of configuration even in the presence of aldehyde, nitro, ester, α,β-unsaturated carbonyls, azocarboxylates, and cyano functional groups. Arrhenius analysis indicates that the activation barrier for reduction by DPDS is significantly lower than any previously calculated silane reduction system. Inclusion of a catalytic Br?nsted acid further reduced the activation barrier and led to the first silane-mediated reduction of acyclic phosphine oxides at room temperature.