175892-81-6

Basic information

• Product Name: (2R,5R)-(+)-BIS(DIPHENYLPHOSPHINO)HEXANE
• Synonyms: (2R,5R)-(+)-BIS(DIPHENYLPHOSPHINO)HEXANE;(2S,5S)-(-)-BIS(DIPHENYLPHOSPHINO)HEXANE
• CAS NO: 175892-81-6
• Molecular Formula: C30H32P2
• Molecular Weight: 454.52
• Mol File: 175892-81-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2R,5R)-(+)-BIS(DIPHENYLPHOSPHINO)HEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,5R)-(+)-BIS(DIPHENYLPHOSPHINO)HEXANE(175892-81-6)
• EPA Substance Registry System: (2R,5R)-(+)-BIS(DIPHENYLPHOSPHINO)HEXANE(175892-81-6)

Safety Data

• Hazardous Substances Data: 175892-81-6(Hazardous Substances Data)

Usage

General Description

"(2R,5R)-(+)-BIS(DIPHENYLPHOSPHINO)HEXANE is a chiral diphosphine ligand commonly used in organic synthesis and coordination chemistry. It is typically used in catalytic reactions to facilitate the formation of carbon-carbon and carbon-heteroatom bonds. (2R,5R)-(+)-BIS(DIPHENYLPHOSPHINO)HEXANE is a white, crystalline solid at room temperature and has a molecular formula of C30H28P2. It is known for its ability to form stable complexes with transition metals, making it a valuable tool in the development of new synthetic methods and catalysts. Additionally, its chiral nature makes it particularly useful in asymmetric synthesis, where the formation of specific enantiomers is desired."

Upstream product

• 55-93-6 1,4-bis(methylsulfonyloxy)-1,4-dimethylbutane 
• 829-85-6 diphenylphosphane 
• 2935-44-6 hexane-2,5-diol 
• 75-09-2 dichloromethane 
• 119008-52-5 (S,S)-2,5-bis(methylsulfonyloxy)hexane 
• 17299-04-6 (2S,5S)-hexane-2,5-diol di-p-toluenesulfonate 
• 65567-06-8 lithium diphenylphosphide 
• 34338-96-0 (2S,5S)-2,5-hexanediol 

Relevant articles and documents

Development of effective bidentate diphosphine ligands of ruthenium catalysts toward practical hydrogenation of carboxylic acids

Hydrogenation of carboxylic acids (CAs) to alcohols represents one of the most ideal reduction methods for utilizing abundant CAs as alternative carbon and energy sources. However, systematic studies on the effects of metal-to-ligand relationships on the catalytic activity of metal complex catalysts are scarce. We previously demonstrated a rational methodology for CA hydrogenation, in which CA-derived cationic metal carboxylate [(PP)M(OCOR)]+ (M = Ru and Re; P = one P coordination) served as the catalyst prototype for CA self-induced CA hydrogenation. Herein, we report systematic trial- and-error studies on how we could achieve higher catalytic activity by modifying the structure of bidentate diphosphine (PP) ligands of molecular Ru catalysts. Carbon chains connecting two P atoms as well as Ar groups substituted on the P atoms of PP ligands were intensively varied, and the induction of active Ru catalysts from precatalyst Ru(acac)3 was surveyed extensively. As a result, the activity and durability of the (PP)Ru catalyst substantially increased compared to those of other molecular Ru catalyst systems, including our original Ru catalysts. The results validate our approach for improving the catalyst performance, which would benefit further advancement of CA self-induced CA hydrogenation.

Synthesis, determination of enantiomeric purity and structural characterisation of enantiopure (2R,5R)-(+)-2,5-bis-(diphenylphosphino)-hexane, a chiral DPPB analogue

Enantiopure (2R,5R)-(+)-2,5-bis-(diphenylphosphino)hexane, 3, a chiral analogue of 1,4-bis-(diphenylphosphino)butane was synthesized in two steps from enantiomerically pure (2S,5S)-(+)-hexanediol. The molecular structure of (2R,5R)-3 was determined by X-ray structure analysis of its nickel-(II)-complex showing a rare dimeric species; NMR analysis of the reaction product of 3 with (+)-di-μ-chloro-bis-{2-[1-(dimethylamino)ethyl]phenyl-C,N}-dipallad ium allowed to deduce the enantiomeric purity.

An Efficient Procedure for the Synthesis of Electron Rich Biphosphines Containing Homochiral Backbones.

An eminently practical method for the synthesis of homochiral biphosphines is described.This procedure entails the sequential reaction of homochiral ditosylate with the appropriate dialkylphosphine-borane anion followed by BH3 decomplexation mediated by HBF4*OMe2.