Catalog Number
ACM76189565
Product Name
(S)-(-)-BINAP
Category
Organic Phosphine Compounds
Synonyms
(+)-2,2'-bis(diphenylphosphino)-1,1'binaphthyl; (R)-(+)-2,2 bis(diphenylphosphino)-1,1-binaphthyl; 13648-EP2311831A1; (R)-(+)-(1,1'-Binaphthalene-2,2'-diyl)bis(diphenylphosphine); FT-0604001; [2'-(diphenylphosphanyl)-[1,1'-binaphthalene]-2-yl]diphenylphosphane; 1,1'-[(1R)-[1,1'-BINAPHTHALENE]-2,2'-DIYL]BIS[1,1-DIPHENYL]-PHOSPHINE; 13648-EP2286811A1; racemic-2,2'-bis(diphenylphosphino)-1,1' binaphthyl; 2,2'-Bis (diphenylphosphino)-1,1'-binaphtyl;
IUPAC Name
[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane;
Molecular Weight
622.688g/mol
Molecular Formula
C44H32P2;
Canonical SMILES
C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8;
InChI
InChI=1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H;
InChI Key
MUALRAIOVNYAIW-UHFFFAOYSA-N;
Application
(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.
Covalently-Bonded Unit Count
1
Monoisotopic Mass
622.198g/mol
Topological Polar Surface Area
0A^2
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