348617-10-7

Basic information

• Product Name: (R)-2-Diphenyphosphino-2'-phenyl-1,1'-binaphthyl
• Synonyms: (r)-2-diphenyphosphino-2'-phenyl-1,1'-binaphthyl;(R)-(+)-2-DIPHENYLPHOSPHINO-2'-PHENYL-1,1'-BINAPHTHYL
• CAS NO: 348617-10-7
• Molecular Formula: C38H27P
• Molecular Weight: 514.59
• Product Categories: API intermediates
• Mol File: 348617-10-7.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-2-Diphenyphosphino-2'-phenyl-1,1'-binaphthyl(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-Diphenyphosphino-2'-phenyl-1,1'-binaphthyl(348617-10-7)
• EPA Substance Registry System: (R)-2-Diphenyphosphino-2'-phenyl-1,1'-binaphthyl(348617-10-7)

Safety Data

• Hazardous Substances Data: 348617-10-7(Hazardous Substances Data)

Usage

General Description

(R)-2-Diphenylphosphino-2'-phenyl-1,1'-binaphthyl is a chiral compound used in asymmetric catalysis. It is a phosphine ligand that plays a key role in promoting enantioselective reactions, particularly in the field of organic synthesis. (R)-2-Diphenyphosphino-2'-phenyl-1,1'-binaphthyl has been used in various catalytic processes, such as cross-coupling reactions, hydrogenation, and cycloadditions, to facilitate the formation of chiral products with high enantiomeric purity. Its unique molecular structure enables it to interact with various metal catalysts and substrates, allowing for the efficient and selective production of chiral molecules in organic chemistry. Overall, (R)-2-Diphenylphosphino-2'-phenyl-1,1'-binaphthyl is a valuable tool for the development of enantioselective synthetic methods and the production of important chiral compounds.

Upstream product

• 1079-66-9 chloro-diphenylphosphine 
• 100-58-3 phenylmagnesium bromide 
• 194-65-0 1,1'-binaphthothiophene 
• 108-86-1 bromobenzene 
• 264188-44-5 (S)-2-diphenylphosphino-1,1'-binaphthyl 
• 55441-97-9 <1,1'-Binaphthalene>-2,2'-diyl O,O-bis(N,N-dimethylthiocarbamate) 

Relevant articles and documents

Preparation method for aryl-substituted biphenyl, pyrrole, indol or binaphthyl monophosphine ligand

The invention discloses a preparation method for a new-style monophosphine ligand. The method comprises the following process: (a) by taking a commercialized biphenyl, pyrrole, indol or binaphthyl monophosphine ligand as a raw material, under the protection of inert gas, controlling the reaction temperature to be 70-150 DEG C in an organic solution under the participation of an inorganic base, and carrying out monovalent rhodium catalysis on the raw material and an aromatic halogenated compound to prepare the new-style aryl-substituted biphenyl, pyrrole, indol or binaphthyl monophosphine ligand. The synthetic route is not reported in literature, and the raw material is cheap and easily available; and the unit operation is simple, and the requirement on equipment is low, so that the preparation method is suitable for quickly constructing a new-style monophosphine ligand library.

Synthesis of axially chiral gold complexes and their applications in asymmetric catalyses

Several novel chiral N-heterocyclic carbene and phosphine ligands were prepared from (S)-BINOL. Moreover, their ligated Au complexes were also successfully synthesized and characterized by X-ray crystal diffraction. A weak gold-π interaction between the Au atom and the aromatic ring in these gold complexes was identified. Furthermore, we confirmed the formation of a pair of diastereomeric isomers in NHC gold complexes bearing an axially chiral binaphthyl moiety derived from the hindered rotation around C-C and C-N bonds. In the asymmetric intramolecular hydroamination reaction most of these chiral Au(I) complexes showed good catalytic activities towards olefins tethered with a NHTs functional group to give the corresponding product in moderate yields and up to 29% ee.

Nickel-catalyzed asymmetric Grignard cross-coupling of dinaphthothiophene giving axially chiral 1,1′-binaphthyls

Asymmetric cross-coupling of dinaphtho[2,1-b:1′,2′-d]thiophene with ArMgBr (Ar = Ph, 4-MeC6H4, 4-MeOC6H4) proceeded withhigh enantioselectivity in THF at 20 °C in the presence of 3 mol % of a nickel catalyst gen