ChemicalBook > Product Catalog > Chemical Reagents > Organic reagents > Phosphine ligand > (R)-(+)-TolBINAP
(R)-(+)-TolBINAP
(R)-(+)-TolBINAP Basic information
- 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
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(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.)
- InChIKey
- IOPQYDKQISFMJI-UHFFFAOYSA-N
- SMILES
- P(C1C=CC(C)=CC=1)(C1C=CC(C)=CC=1)C1C=CC2=CC=CC=C2C=1C1C2=CC=CC=C2C=CC=1P(C1C=CC(C)=CC=1)C1C=CC(C)=CC=1
- CAS DataBase Reference
- 99646-28-3(CAS DataBase Reference)
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(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
Raw materials
(R)-(+)-TolBINAPSupplier
Xinxiang Runyu Material Co., Ltd. Gold
- Tel
- 166-166-37336996 15690792173
- chenxi.song@runvmat.com
J & K SCIENTIFIC LTD.
- Tel
- 010-82848833 400-666-7788
- jkinfo@jkchemical.com
Alfa Aesar
- Tel
- 400-6106006
- saleschina@alfa-asia.com
TCI (Shanghai) Development Co., Ltd.
- Tel
- 021-67121386
- Sales-CN@TCIchemicals.com
Energy Chemical
- Tel
- 021-021-58432009 400-005-6266
- sales8178@energy-chemical.com
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(R)-(+)-TolBINAP(99646-28-3)Related Product Information
- (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
- (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
- Bis(diphenylphosphino)methane
- DICHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM (II)
- (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
- DICHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM (II)
- (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENECHLORO(P-CYMENE)RUTHENIUM CHLORIDE
- R-(+)-1,2-BIS(DIPHENYLPHOSPHINO)PROPANE
- (R)-DM-BINAP
- (R)-(+)-2-[2-(DIPHENYLPHOSPHINO)PHENYL]-4-(1-METHYLETHYL)-4,5-DIHYDROOXAZOLE
- 1,1'-BINAPHTHYL
- rac-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl ,2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
- Chloro[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II)chloride
- Chloro[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl](p-cymene)ruthenium(II)chloride
- Diacetato[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]ruthenium(II)
- Dimethylammoniumdichlorotri(mu-chloro)bis[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]diruthenate(II)
- Diacetato[(S)-(-)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]ruthenium(II)
- Dimethylammoniumdichlorotri(mu-chloro)bis[(R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl]diruthenate(II)