791616-64-3

Basic information

• Product Name: (R)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene
• Synonyms: (R)-3,3'-Dibromo-2,2'-bis(methoxymethoxy)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthalene;(R)-3,3'-DIBROMO-5,5',6,6',7,7',8,8'-OCTAHYDRO-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHALENE;(1R)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene;1,1'-Binaphthalene, 3,3'-dibromo-5,5',6,6',7,7',8,8'-octahydro-2,2'-bis(methoxymethoxy)-, (1R)-
• CAS NO: 791616-64-3
• Molecular Formula: C24H28Br2O4
• Molecular Weight: 540.28472
• Mol File: 791616-64-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene(791616-64-3)
• EPA Substance Registry System: (R)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene(791616-64-3)

Safety Data

• Hazardous Substances Data: 791616-64-3(Hazardous Substances Data)

Usage

General Description

(R)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene is a chemical compound that is commonly used as a chiral ligand in various chemical reactions. It is known for its ability to catalyze a wide range of reactions, including asymmetric hydrogenation, hydroformylation, and cyclopropanation. The chemical is a highly efficient and effective catalyst due to its unique molecular structure, which allows it to selectively coordinate with reactant molecules and facilitate the desired chemical transformations with high enantioselectivity. Additionally, its functional groups enable easy modification and tuning of its catalytic properties, making it a versatile and valuable tool in synthetic chemistry.

Upstream product

• 13057-17-5 bromethyl methyl ether 
• 39648-74-3 (Ra)-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl-2,2'-diol 
• 107-30-2 chloromethyl methyl ether 

Relevant articles and documents

Enantioselective halogenative semi-pinacol rearrangement: Extension of substrate scope and mechanistic investigations

The present Full Paper article discloses a survey of our recent results obtained in the context of the enantioselective halogenation-initiated semi-pinacol rearrangement. Commencing with the fluorination/semi-pinacol reaction first and moving to the heavier halogens (bromine and iodine) second, the scope and limitations of the halogenative phase-transfer methodology will be discussed and compared. An extension of the fluorination/semi-pinacol reaction to the ring-expansion of five-membered allylic cyclopentanols will be also described, as well as some preliminary results on substrates prone to desymmetrization will be given. Finally, the present manuscript will culminate with a detailed mechanistic investigation of the canonical fluorination/semi-pinacol reaction. Our mechanistic discussion will be based on in situ reaction progress monitoring, complemented with substituent effect, kinetic isotopic effect and non-linear behaviour studies.

CATALYSTS FOR METATHESIS REACTIONS INCLUDING ENANTIOSELECTIVE OLEFIN METATHESIS, AND RELATED METHODS

The present invention provides compositions comprising metal complexes, and related methods. In some embodiments, metal complexes of the invention may be useful as catalysts for chemical reactions, including metathesis reactions, wherein the catalysts exhibit enhanced activity and stereoselectivity. In some embodiments, the invention may advantageously provide metal complexes comprising a stereogenic metal atom. Such metal complexes may be useful in enantioselective catalysis.

ASYMMETRIC-SYNTHESIS CATALYST BASED ON CHIRAL BROENSTED ACID AND METHOD OF ASYMMETRIC SYNTHESIS WITH THE CATALYST

A compound usable as an asymmetric synthesis catalyst which can be easily synthesized without using any metal such as a lanthanoid group element; a method of asymmetric synthesis with the compound; and a chiral compound obtained by the asymmetric synthesis method. A Broensted acid is used as a catalyst in asymmetric synthesis, the chiral Broensted acid being represented by formula (1) below or formula (3) below. The asymmetric synthesis method employs the catalyst. Asymmetric synthesis with the catalyst gives a chiral compound.