CAS 76189-56-5 (S)-(-)-BINAP - Catalysts / Alfa Chemistry

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;

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;

Storage

Room temperature.

Complexity

797

Covalently-Bonded Unit Count

EC Number

616-304-7

Exact Mass

622.198g/mol

Heavy Atom Count

Monoisotopic Mass

622.198g/mol

Rotatable Bond Count

Topological Polar Surface Area

0A^2

UNII

4F1X2F8NA3

MSDS

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COA

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Spec Sheet

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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.