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

• 74866-28-7 2,2'-dibromo-1,1'-binaphthyl 
• 1079-65-8 Bromodiphenylphosphin 
• 141807-44-5 (+/-)-2,2'-bis(trifluoromethanesulfonyloxy)-1,1-binaphthyl 
• 128544-05-8 (R)-(-)-1,1'-bi-2-naphthol triflate 
• 829-85-6 diphenylphosphane 
• 1079-66-9 chloro-diphenylphosphine 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 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 
• 126613-06-7 (S)-2,2'-bis((trifluoromethanesulfonyl)oxy)-1,1'-binaphthyl 
• 41593-58-2 diphenylphosphineborane 
• 1499-21-4 Diphenylphosphinic chloride 

Downstream Products

• 126416-60-2 (R)-(-)-1,1'-binaphthyl-2,2'-diylbis(benzyldiphenylphosphonium) dibromide 
• 126416-60-2 (S)-(+)-1,1'-binaphthyl-2,2'-diylbis(benzyldiphenylphosphonium) dibromide 
• 937-33-7 N-tert-butylaniline 
• 110993-40-3 N-(3,5-dimethylphenyl)-tert-butylamine 
• 86632-33-9 (R)-2,2’-bis(1,1-diphenyl-1,1’-phosphine oxide)-1,1’-binaphthyl 
• 130164-89-5 2,2’-bis(diphenylphosphinooxide)-1,1’-binaphthalene 
• 192817-79-1 ethyl 2-(morpholin-4-yl)-benzoate 
• 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 

Relevant articles and documents

One-pot synthesis of binaphthyl-based phosphines via direct modification of BINAP

Herein reported is the convenient and efficient strategy for the preparation of binaphthyl-based phosphines through direct modification to the commercially available 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) with sodium. In the absence of 15-crown-5-ether, a cyclic sodium dinapthylphospholide intermediate is mainly generated. With 15-crown-5-ether, P-Ph bonds are selectively cleft by Na to produce binaphthyl-based disodium phosphides. The mechanism of selective formation of sodium dinapthylphospholide or binaphthyl-based disodium phosphides is proposed.

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.

Metal-Free Reduction of Phosphine Oxides, Sulfoxides, and N-Oxides with Hydrosilanes using a Borinic Acid Precatalyst

The general reduction of phosphine oxides, sulfoxides, and amine N-oxides was achieved by combining bis(2-chlorophenyl)borinic acid with phenylsilane. The reaction was shown to tolerate a wide range of substrates and could be performed under mild conditions, with only 2.5 mol % of the easily synthesized catalyst. Mechanistic investigations pointed to a key borohydride as the real catalyst and at bis(2-chlorophenyl)borinic acid as a precatalyst.