121457-42-9

Basic information

• Product Name: (R)-(+)-2,2'-BIS(DICYCLOHEXYLPHOSPHINO)-1,1'-BINAPHTHYL
• Synonyms: 2,2'-BIS(DICYCLOHEXYLPHOSPHINO)-1,1'-BINAPHTHYL;CYBINAP;(R)-(+)-2,2'-BIS(DICYCLOHEXYLPHOSPHINO)-1,1'-BINAPHTHYL;(S)-(-)-CYBINAP;(R)-(+)-CYBINAP;(S)-(-)-2,2'-BIS(DICYCLOHEXYLPHOSPHINO)-1,1'-BINAPHTHYL
• CAS NO: 121457-42-9
• Molecular Formula: C₄₄H₅₆P₂
• Molecular Weight: 646.86
• Mol File: 121457-42-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-(+)-2,2'-BIS(DICYCLOHEXYLPHOSPHINO)-1,1'-BINAPHTHYL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2,2'-BIS(DICYCLOHEXYLPHOSPHINO)-1,1'-BINAPHTHYL(121457-42-9)
• EPA Substance Registry System: (R)-(+)-2,2'-BIS(DICYCLOHEXYLPHOSPHINO)-1,1'-BINAPHTHYL(121457-42-9)

Safety Data

• Hazardous Substances Data: 121457-42-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-(+)-2,2'-BIS(DICYCLOHEXYLPHOSPHINO)-1,1'-BINAPHTHYL is used as a chiral ligand in the pharmaceutical industry for the synthesis of enantioselective products. Its ability to promote asymmetric transformations is crucial for the production of chiral drugs, which often exhibit different biological activities and are essential for the development of effective medications.
Used in Chemical Research:
In the field of chemical research, (R)-(+)-2,2'-BIS(DICYCLOHEXYLPHOSPHINO)-1,1'-BINAPHTHYL serves as a valuable tool for studying asymmetric catalysis and the development of new synthetic methods. Its application in hydrogenation, allylic alkylation, and cyclopropanation reactions provides insights into the mechanisms of enantioselective catalysis and contributes to the advancement of chemical science.
Used in Fine Chemicals Synthesis:
(R)-(+)-2,2'-BIS(DICYCLOHEXYLPHOSPHINO)-1,1'-BINAPHTHYL is utilized as a chiral ligand in the synthesis of fine chemicals, where the production of enantioselective compounds is often required. Its application in this industry ensures the creation of high-quality enantiomerically pure products, which are vital for various applications, including fragrances, agrochemicals, and specialty materials.
Used in Catalyst Development:
In the development of new catalysts, (R)-(+)-2,2'-BIS(DICYCLOHEXYLPHOSPHINO)-1,1'-BINAPHTHYL is employed as a chiral ligand to enhance the enantioselectivity of catalytic systems. Its incorporation into catalysts can improve the efficiency and selectivity of chemical reactions, leading to the production of desired enantiomers with higher yields and purity.

Upstream product

• 141807-44-5 (+/-)-2,2'-bis(trifluoromethanesulfonyloxy)-1,1-binaphthyl 
• 829-85-6 diphenylphosphane 
• 139139-84-7 (R)-(-)-2,2'-bis(dicyclohexylphosphinoyl)-1,1'-binaphthyl 
• 139139-84-7 (S)-(+)-2,2'-bis(dicyclohexylphosphinoyl)-1,1'-binaphthyl 

Downstream Products

• 101504-70-5 [Rh(P(C₆H₁₁)2C₁₀H₆C₁₀H₆P(C₆H₁₁)2)(C₈H₁₂)Cl] 
• 515822-94-3 (C₁₀H₆P(C₆H₁₁)2)2RuCl₂RuCl(C₃H₇C₆H₄CH₃)⁽¹⁺⁾*Cl^(1-)=((C₁₀H₆P(C₆H₁₁)2)2RuCl₂RuCl(C₃H₇C₆H₄CH₃))Cl 

Relevant articles and documents

NOVEL RUTHENIUM COMPLEX AND PROCESS FOR PRODUCING OPTICALLY ACTIVE ALCOHOL COMPOUND USING SAME AS CATALYST

The present invention provides: a novel ruthenium complex which has excellent catalytic activity with respect to reactivity in the reduction of a multiple bond, in particular, in the asymmetric reduction of a carbonyl compound, enantioselectivity, etc.; a catalyst which comprises the ruthenium complex; and a process for producing optically active compound, in particular, an optically active alcohol compound, using the catalyst. The ruthenium complex has a ruthenacyclic structure. The catalyst is a catalyst for asymmetric reduction which comprises the ruthenium complex.

Modification of ligand properties of phosphine ligands for C-C and C-N bond-forming reactions

A series of ligands have been prepared for use in Pd-catalysed coupling reactions to form C-C and C-N bonds; significant differences are exhibited by similar ligands containing different phosphorus substituents.

Ruthenium-I0D0-optically active phosphine complex

This invention is concerned with a ruthenium-iodo-optically active bidentate phosphine complex of the formula (I):[Ru-(I)q-(T1)n(SOL)r(L)]m(T2)p(I)s(I)wherein T1 represents a carboxylic acid anion, SOL represents a polar solvent, L represents an optically active bidentate phosphine ligand, T2 represents an anion different from halogen atom anions and carboxylic acid anions, n denotes 0 or 1, r denotes 0, 3 or 4, m denotes 1 or 2, q denotes 0 or 1, or where m is 2, q may represent 1 or 1.5, p denotes 0 or 1, and s denotes 0, 1 or 2 is prepared. Said phosphine complex is usefull as an efficient catalyst for asymmetrically hydrogenating 4-methylene-2-oxetanone into optically active 4-methyl-2-oxetanone.

Process for preparing optically active 4-methyl-2-oxetanone

A process for preparing optically active 4-methyl-2-oxetanone which comprises asymmetrically hydrogenating 4-methylene-2-oxetanone in the presence of a ruthenium-optically active phosphine complex. Optically active 4-methyl-2-oxetanone can easily and economically be obtained at high optical purity.

Process for preparing optically active 4-methyl-2-oxetanone

A process for preparing optically active 4-methyl-2-oxetanone which comprises asymmetrically hydrogenating 4-methylene-2-oxetanone in the presence of a ruthenium-optically active phosphine complex. Optically active 4-methyl-2-oxetanone can easily and economically be obtained at high optical purity.

Synthesis of Partially Hydrogenated BINAP Variants

Three pairs of new axially dissymmetric diphosphine ligands, (R)-(-)- and (S)-(+)-2,2'-bis(dicyclohexylphosphino)-1,1'-binaphthyl , (R)-(+)- and (S)-(-)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphth