(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Basic information Reaction Product Name: (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Synonyms: (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene puriss.;2-(diphenylphosphino)-1-(2-(diphenylphosphino)naphthalen-1-yl)naphthalene;(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-biphthyl;(S)-BINAP,99%e.e.;(S)-(-)-2,2'-Bis(diphenylphoshino)-1,1'-binaphthyl for synthesis;(+/-)-BINAP;BINAP;(+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE CAS: 76189-56-5 MF: C44H32P2 MW: 622.67 EINECS: -0 Product Categories: BINAP Series;Chiral Phosphine;chiral;Chiral Reagents;Asymmetric Synthesis;Phosphine Ligands;Synthetic Organic Chemistry;Peptide;Chiral Compound;Aromatics;Catalyst Mol File: (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Chemical Properties Melting point  283-286 °C(lit.) alpha  -240 º (c=0.3, toluene) refractive index  -235 ° (C=0.3, Toluene) storage temp.  Room temperature. form  Crystals or Crystalline Powder color  White to light yellow Sensitive  Air Sensitive Merck  14,1223 BRN  5321444 CAS DataBase Reference 76189-56-5(CAS DataBase Reference) Safety Information Hazard Codes  Xi,Xn Risk Statements  36/37/38-20/21/22 Safety Statements  22-24/25-37/39-26-36 WGK Germany  3 F  8-10-23 MSDS Information Provider Language SigmaAldrich English ACROS English ALFA English (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Usage And Synthesis Reaction (R)-BINAP or (R)-Tol-BINAP can be combined with dichloro(1,5-cyclooctadiene)ruthenium to form precursors to NOYORI CATALYST SYSTEMS. These systems exhibit very high catalytic activity and enantioselectivity in the hydrogenation of a wide range of substrates. NOYORI CATALYST SYSTEMS have been shown to effect highly enantioselective hydrogenation of functionalized ketones where the substituents are dialkylamino, hydroxy, siloxy, carbonyl, ester, amide or thioester. Useful ligand in asymmetric Heck processes. Ligand employed in palladium-catalyzed asymmetric arylation of ketones. Ligand employed in rhodium-catalyzed 1,4-additions to enones. Ligand employed in palladium-catalyzed hydroamination of styrene derivatives. Ligand employed in silver-catalyzed asymmetric Sakuri-Hosomi allylation and Mukaiyama aldol reaction. Ligand employed in rhodium-catalyzed kinetic resolution of enynes. Ligand employed in asymmetric rhodium-catalyzed hydroboration of cyclopropenes. Ligand employed in silver-catalyzed a-hydroxylation of stannyl enol ethers. Ligand employed in palladium-catalyzed synthesis of chiral allenes. Chemical Properties white to light yellow crystal powde Uses Chiral ligand for metal mediated asymmetric catalysis.