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Home > Encyclopedia > (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl structure

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 

structure
  • CAS No:

    76189-55-4

  • Formula:

    C44H32P2

  • Chemical Name:

    (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

  • Synonyms:

    (R)-(+)-BINAP, (R)-(+)-1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphane);(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene 97%;(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl;R(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE;(R)-(+)-2,2BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL;(R)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL;(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl,(R)-BINAP;(R)-(+)-2,2`-Bis(Diphenylphosphino)-1,1`-Binaphthy

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl is a white to light yellow crystal powde, it exhibits high stereoselectivity due to its chirality. It forms stable complexes with various metal catalysts, such as palladium, rhodium, and nickel.


(R)-(+)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene is an axially dissymmetric bis(triaryl)phosphine ligand for asymmetric reactions.

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Basic Attributes

622.69

622.67

4914063

616-304-7

No

White to cream-white

29319090

Characteristics

283-286 °C(lit.)

724.3±55.0 °C(Predicted)

235 ° (C=0.3, Toluene)

insoluble

Inert atmosphere,Room Temperature

Safety Information

3

Xi,Xn

22-24/25-37/39-26-36

36/37/38-20/21/22

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Use and Manufacturing

(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl is a useful ligand for transition metal catalyzed asymmetric reactions, including hydrogenation and disilylation. (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl and its rhodium and ruthenium derivatives are highly selective homogeneous catalysts used for the reduction of aryl ketones,β-keto esters, andα-amino ketones. They have also been used for asymmetric hydrogenation and hydroformylation of olefins, asymmetric Heck reactions, and asymmetric isomerizations of allyls.Complex with Ag(I) used to catalyze an asymmetric aldol reaction between alkenyl trichloroacetates and aldehydes. Also used with Ag(I) to catalyze an enantioselective hetero-Diels-Alder reaction of azo compounds.


Chiral ligand for metal mediated asymmetric catalysis.

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