133545-25-2

Basic information

• Product Name: (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%
• Synonyms: (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%;(S)-(-)-2,2''-BIS(DI-P-TOLYLPHOSPHINO)-6,6''-DIMETHOXY-1,1''-BIPHENYL, MIN. 97%;(S)-(6,6μ-Dimethoxybiphenyl-2,2μ-diyl)bis[bis(4-methylphenyl)phosphine];(S)-p-Tol-MeOBIPHEP, SL-A102-2, (S)-2,2μ-Bis(di-p-tolylphosphino)-6,6μ-dimethoxy-1,1μ-biphenyl;(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl;[(1S)-6,6'-Dimethoxy[1,1'-biphenyl]-2,2'-diyl]bis[bis(4-methylphenyl)phosphine;(S)-p-Tol-MeOBIPHEP;SL-A102-2
• CAS NO: 133545-25-2
• Molecular Formula: C42H40O2P2
• Molecular Weight: 638.713322
• Product Categories: Chiral Phosphine;MeOBIPHEP Series
• Mol File: 133545-25-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 685.8±55.0 °C(Predicted)
• Appearance: white/Powder
• CAS DataBase Reference: (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%(133545-25-2)
• EPA Substance Registry System: (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%(133545-25-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 133545-25-2(Hazardous Substances Data)

Usage

Reactions

In many respects the catalytic profile of the MeOBIPHEP ligands is similar to that of other atropisomeric diphosphines such as binap and its many analogs. The nature of the PR2 group strongly influences the catalytic performance of the metal complexes. The rhodium and ruthenium MeO-BIPHEP catalysts are highly effective for the hydrogenation of various C=O, C=C and C=N bonds and several synthetically useful C-C coupling reactions. Ru and Ir catalyzed dynamic kinetic resolution for the synthesis of hydroxy, amino acid derivatives. Ru-catalyzed asymmetric hydrogenation of ketones and alkenes. Ir catalyzed enantioselective hydrogenation of heteroaromatic compounds. Conjugate addition using 2-heteroaryl titanates and zinc reagents. Enantio- and regioselective heck-type reaction of aryl boronic acids with 2,3-dihydrofuran Rhodium-catalyzed carbonyl Z-dienylation. Rhodium-catalyzed asymmetric 1,4 addition of arylboronic acids to maleimides and enones.

Chemical Properties

Off-white powder

Uses

Atropisomeric MeOBIPHEP ligands

General Description

sold in collaboration with Solvias AG

Relevant articles and documents

Process for producing optically active gamma-butyrolactone

This invention provides a novel process for producing optically active 3-hydroxy-γ-butyrolactone in a short step, which is superior economically and in efficiency and industrially suitable by using a starting material which is inexpensive and easily available and reagents easy to handle. This invention relates to a process for producing optically active 3-hydroxy-γ-butyrolactone represented by formula I: wherein the symbol * means an asymmetric carbon atom, which comprises hydrogenating an optically active 4-substituted oxy-3-hydroxybutyrate represented by formula II: wherein R1 represents a C1-4 lower alkyl group, R2 represents a protective group for a hydroxyl group deprotected by hydrogenation with a heterogeneous hydrogenation catalyst, and the symbol * has the same meaning as defined above, in the presence of a heterogeneous hydrogenation catalyst and an acidic substance followed by deprotection and simultaneous ring closure thereof.

Process for preparing oprtically active trimethyllactic acid and its ester

The invention relates to a novel process for preparing optically active trimethyllactic acid and/or its esters by catalytic hydrogenation of trimethylpyruvic acid and/or its esters in the presence of noble metal complex catalysts containing phosphorus ligands.

Asymmetrical hydrogenation

There is disclosed a process for the asymmetrical hydrogenation of (E)-2-methyl-3-phenyl-2-propen-1-ol of formula STR1 wherein R1 is as defined herein, to give compounds of formula STR2 The catalyst is a neutral or cationic rhodium complex of a chiral atropisomeric phosphine.