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| (R)-(+)-TolBINAP Basic information | | Reaction |
| Product Name: | (R)-(+)-TolBINAP | | Synonyms: | (R)-TOL-BINAP;(R)-(+)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)1,1-BINAPHTHYL;(R)-p-tolyl-BINAP;(R)-(+)-2,2'-Bis(di-p-toL;phosphino)-1,1'-binaphthyL;(R)-(+)-2,2''-BIS(DI-P-TOLYLPHOSPHINO)-1,1''-BINAPHTHYL (R)-TOL-BINAP;PHOSPHINE, 1,1''-(1R)-[1,1''-BINAPHTHALENE]-2,2''-DIYLBIS[BIS(4-METHYLPHENYL)-;(R)-T-BINAP | | CAS: | 99646-28-3 | | MF: | C48H40P2 | | MW: | 678.8 | | EINECS: | 1312995-182-4 | | Product Categories: | Chiral Phosphine;BINAP Series | | Mol File: | 99646-28-3.mol |
| (R)-(+)-TolBINAP Chemical Properties |
| Melting point | 255-257 °C | | alpha | +156° (c 0.5, C6H6) | | Boiling point | 754.4±60.0 °C(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | form | Powder | | color | White to cream | | optical activity | [α]20/D +162°, c = 0.5 in benzene | | Water Solubility | Insoluble in water. | | λmax | 223nm(EtOH)(lit.) | | CAS DataBase Reference | 99646-28-3(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 37/39-26 | | WGK Germany | 3 | | TSCA | No | | HS Code | 29310099 |
| (R)-(+)-TolBINAP Usage And Synthesis |
| Reaction |
- Useful ligand for palladium-catalyzed carbon-oxygen bond formation.
- Ligand for palladium-catalyzed α-arylation of ketones.
- Ligand for Cu-catalyzed asymmetric conjugate reduction.
- Ligand for Cu-catalyzed asymmetric dienolate addition to aldehydes.
- Enantioselective conjugate reduction of lactones and lactams.
- Ligand used in the enantioselective cycloaddition of allenylsilanes with α-Imino esters.
- Catalytic Aldol reaction to ketones.
- Ligand with rhodium catalyses [2+2+2] cycloaddition reaction of alkenes and alkynes.
- Ligand used in the copper-catalyzed asymmetric conjugate addition of alkyl Grignard reagents on α,β-unsaturated esters.
- Ligand used in the copper-catalyzed asymmetric synthesis of cyclopropanes via tandem conjugate addition and intramolecular enolate trapping.
| | Chemical Properties | White to cream powder | | Uses | (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl is used as chiral catalyst ligand. (R)-T-BINAP complexes derived from rhodium precursors are used for the asymmetric hydroformylation of vinyl acetate. It is a catalysts used for reductive amination of ketones, Pt dications for cation trapping, Rh(I)-catalyst for hydrogenation of acetamidoacrylic acid derivatives. | | Uses | (R)-T-BINAP complexes derived from rhodium precursors are used for the asymmetric hydroformylation of vinyl acetate. It may be employed as chiral catalyst for allylation of N-tosyl α-imino esters. | | General Description | BINAP is based on a bis naphthalene backbone with different phosphine derivatives. 2,2′-bis(di-p-tolylphosphino)-1,1′-binaphthyl (p-Tol-BINAP)·AgF complex catalyzed asymmetric Mukaiyama-type aldol reaction is reported. |
| (R)-(+)-TolBINAP Preparation Products And Raw materials |
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