(R)-Tol-BINAP

ALDRICH/693049

Synonym: (R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl

CAS Number: 99646-28-3
Empirical Formula (Hill Notation): C₄₈H₄₀P₂
Molecular Weight: 678.78
MDL Number: MFCD01311709
Linear Formula: C₄₈H₄₀P₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-693049-500MG	500 mg	$82.20 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

form	solid
functional group	phosphine
InChI	1S/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3
InChI key	IOPQYDKQISFMJI-UHFFFAOYSA-N
mp	254-258 °C
optical activity	[α]20/D +162°, c = 0.5 in benzene
Quality Level	100
reaction suitability	reaction type: Buchwald-Hartwig Cross Coupling Reaction
	reaction type: Heck Reaction
	reaction type: Hiyama Coupling
	reaction type: Negishi Coupling
	reaction type: Sonogashira Coupling
	reaction type: Stille Coupling
	reaction type: Suzuki-Miyaura Coupling
	reagent type: ligand reaction type: Cross Couplings
SMILES string	Cc1ccc(cc1)P(c2ccc(C)cc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccc(C)cc7)c8ccc(C)cc8

Application:	(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.
Application:	Takasago Ligands and Complexes for Asymmetric Reactions
Application:	Catalyst involved in studies of the role of excess phosphine ligand in enantioselective conjugate addition of ethylmagnesium bromide and α,β-unsaturated ester Reactant serving as a precursor for: • Catalysts used for reductive amination of ketones • Rh(I)-catalyst for hydrogenation of acetamidoacrylic acid derivatives • Chiral platinum catalysts for asymmetric Baeyer-Villiger oxidation of cyclic ketones • CuI-Tol-BINAP catalysts for enantioselective Michael reactions of Grignard reagents to unsaturated esters • BINAP Pt Dications for cation trapping
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.
Legal Information:	Sold in collaboration with Takasago for research purposes only.
Packaging:	100, 500 mg in amber glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

mp	254-258 °C
UNSPSC	12352005

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