98327-87-8

  • Product Name(+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
  • Molecular FormulaC44H32P2
  • Molecular Weight622.7
  • Purity99%
  • AppearanceWhite to light beige powder
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Product Details

Quick Details

  • CasNo: 98327-87-8
  • Molecular Formula: C44H32P2
  • Appearance: White to light beige powder
  • Purity: 99%

(+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 98327-87-8 Powder On Sale

  • Molecular Formula:C44H32P2
  • Molecular Weight:622.686
  • Appearance/Colour:White to light beige powder 
  • Melting Point:283-286 °C(lit.) 
  • Boiling Point:724.3 °C at 760 mmHg 
  • Flash Point:419 °C 
  • PSA:27.18000 
  • LogP:10.92580 

(+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl(Cas 98327-87-8) Usage

Chemical Properties

1.1'-Binaphthyl-2.2'-diphemyl phosphine is White to light beige powder

Description

(+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl, also known as BINAP, is a chiral diphosphine ligand widely used in asymmetric catalysis. It is characterized by its axially dissymmetric bis(triaryl)phosphine structure, which imparts high enantioselectivity and reactivity in various organic reactions.

Uses

(+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) is a chiral diphosphine ligand extensively used in asymmetric catalysis due to its high enantioselectivity and reactivity. It serves as a crucial ligand in various transition metal-catalyzed reactions, including hydrogenation, disilylation, and hydroformylation of olefins. BINAP, particularly in conjunction with rhodium and ruthenium, is a highly selective homogeneous catalyst for the reduction of aryl ketones, β-keto esters, and α-amino ketones, and is also used in asymmetric Heck reactions and isomerizations of allyls. Additionally, BINAP complexes with Ag(I) catalyze asymmetric aldol and hetero-Diels-Alder reactions. Its applications extend to palladium-catalyzed arylamine couplings, intramolecular acylations, and various C-C and C-N bond formations, demonstrating its versatility in organic synthesis.

 

98327-87-8 Relevant articles

The Trityl-Cation Mediated Phosphine Oxides Reduction

Landais, Yannick,Laye, Claire,Lusseau, Jonathan,Robert, Frédéric

supporting information, p. 3035 - 3043 (2021/05/10)

Reduction of phosphine oxides into the c...

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

Ye, Jing-Jing,Zhang, Jian-Qiu,Shimada, Shigeru,Han, Li-Biao

supporting information, (2021/11/18)

Herein reported is the convenient and ef...

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

-

, (2020/09/12)

The invention relates to a synthesis met...

98327-87-8 Process route

2,2’-bis(diphenylphosphinooxide)-1,1’-binaphthalene
130164-89-5,94041-16-4,94041-18-6,86632-33-9

2,2’-bis(diphenylphosphinooxide)-1,1’-binaphthalene

2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl
76144-87-1,76189-55-4,76189-56-5,136655-44-2,98327-87-8

2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl

Conditions
Conditions Yield
With trichlorosilane; triethyl phosphite; In tetrahydrofuran; toluene; at 100 ℃; for 3h;
95%
With 1,3-diphenyl-disiloxane; In toluene; at 110 ℃; chemoselective reaction; Sealed tube;
94%
2,2’-bis(diphenylphosphinooxide)-1,1’-binaphthalene; With 1,1,3,3-Tetramethyldisiloxane; titanium(IV) isopropylate; In toluene; at 85 ℃; for 20h;
With sodium hydroxide; water; In toluene; for 0.25h; Product distribution / selectivity;
91%
2,2’-bis(diphenylphosphinooxide)-1,1’-binaphthalene; With trityl tetrakis(pentafluorophenyl)borate; In (2)H8-toluene; at 20 ℃; Glovebox; Inert atmosphere;
With phenylsilane; In (2)H8-toluene; at 100 ℃; for 24h; Glovebox; Inert atmosphere; Sealed tube;
23%
With [AlH3(triethylamine)]; In hexane; at 20 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;
96 %Chromat.
2,2'-bis(diphenyloxyphosphino)-1,1'-binaphthyl
1227058-20-9

2,2'-bis(diphenyloxyphosphino)-1,1'-binaphthyl

2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl
76144-87-1,76189-55-4,76189-56-5,136655-44-2,98327-87-8

2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl

Conditions
Conditions Yield
With tributylphosphine; iodine; In tetrahydrofuran; acetonitrile; at 20 ℃; for 0.166667h; Inert atmosphere;
92%

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