(R)-3,3′-Bis(triphenylsilyl)-1,1′-bi-2-naphthol

ALDRICH/674737 - 96%

Synonym: (R)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthalene-2,2′-diol

CAS Number: 111822-69-6
Empirical Formula (Hill Notation): C₅₆H₄₂O₂Si₂
Molecular Weight: 803.10
MDL Number: MFCD09265078
Linear Formula: C₅₆H₄₂O₂Si₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-674737-100MG	100 mg	$262.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	96%
form	solid
InChI	1S/C56H42O2Si2/c57-55-51(59(43-25-7-1-8-26-43,44-27-9-2-10-28-44)45-29-11-3-12-30-45)39-41-23-19-21-37-49(41)53(55)54-50-38-22-20-24-42(50)40-52(56(54)58)60(46-31-13-4-14-32-46,47-33-15-5-16-34-47)48-35-17-6-18-36-48/h1-40,57-58H
InChI key	STBZSRVMGWTCOU-UHFFFAOYSA-N
mp	103-145 °C
optical activity	[α]20/D +114°, c = 1 in chloroform
Quality Level	100
SMILES string	Oc1c(cc2ccccc2c1-c3c(O)c(cc4ccccc34)[Si](c5ccccc5)(c6ccccc6)c7ccccc7)[Si](c8ccccc8)(c9ccccc9)c%10ccccc%10

Application:	(R)-3,3′-Bis(triphenylsilyl)-1,1′-bi-2-naphthol reacts with trimethylaluminum to form a chiral organoaluminum reagent, which can catalyze the asymmetric Diels-Alder reaction of cyclopentadiene and methyl acrylate to form the corresponding Diels-Alder adduct.
Application:	Precursor to a chiral Bronsted acid (674745) used to catalyze an enantioselective aza Diels-Alder reaction providing bicyclic lactams. Rare earth metal complexes of this chiral binapthol catalyze an intramolecular hydroamination of amino olefins leading to chiral pyrrolidines.
Packaging:	100 mg in clear glass bottle

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

Purity	96%
mp	103-145 °C
UNSPSC	12352005

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