99135-90-7

Basic information

• Product Name: (3R,4R)-(+)-BIS(DIPHENYLPHOSPHINO)PYRROLIDINE
• Synonyms: (3R,4R)-(+)-BIS(DIPHENYLPHOSPHINO)PYRROLIDINE;(3R,4R)-PYROPHOS
• CAS NO: 99135-90-7
• Molecular Formula: C₂₈H₂₇NP₂
• Molecular Weight: 439.47
• Mol File: 99135-90-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3R,4R)-(+)-BIS(DIPHENYLPHOSPHINO)PYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4R)-(+)-BIS(DIPHENYLPHOSPHINO)PYRROLIDINE(99135-90-7)
• EPA Substance Registry System: (3R,4R)-(+)-BIS(DIPHENYLPHOSPHINO)PYRROLIDINE(99135-90-7)

Safety Data

• Hazardous Substances Data: 99135-90-7(Hazardous Substances Data)

Usage

General Description

(3R,4R)-(+)-BIS(DIPHENYLPHOSPHINO)PYRROLIDINE is a chiral ligand commonly used in asymmetric catalysis and organic synthesis. It consists of a pyrrolidine ring with two bulky diphenylphosphino groups attached to the nitrogen atom. (3R,4R)-(+)-BIS(DIPHENYLPHOSPHINO)PYRROLIDINE is known for its ability to selectively bind to metal ions, particularly in the formation of transition metal complexes. These complexes are often used as catalysts in various chemical reactions, such as asymmetric hydrogenation and C-C bond forming reactions. The chiral nature of this compound allows for the production of enantiomerically pure products, making it a valuable tool in organic chemistry.

Upstream product

• 104351-42-0 (3S,4S)-3,4-bis(methylsulfonyloxy)pyrrolidinium-acetat 
• 4376-01-6 sodium diphenylphosphide 

Downstream Products

• 1115399-79-5 C₄₈H₄₁NOP₂ 
• 104351-44-2 δ-<(3R,4R)-3,4-Bis(diphenylphophino)pyrrolidino>-δ-oxopentansaeure 
• 113474-68-3 (PR,3R,4R,P'R)-1-(tert-Butoxycarbonyl)-3,4-bis-(methylphenylphosphino)pyrrolidin 
• 113452-25-8 (PR,3R,4R,P'S)-1-(tert-Butoxycarbonyl)-3,4-bis-(methylphenylphosphino)pyrrolidin 
• 113452-24-7 (PS,3R,4R,P'S)-1-(tert-Butoxycarbonyl)-3,4-bis-(methylphenylphosphino)pyrrolidin 
• 113452-24-7 -1-(tert-Butoxycarbonyl)-3,4-bis-(methylphenylphosphino)pyrrolidin 
• 100350-84-3 {(3R,4R)-3,4-bis(diphenylphosphino)-1-methylpyrrolidine 
• 104373-42-4 4-<(3R,4R)-3,4-Bis(diphenylphosphino)pyrrolidinocarbonyl>-N-<3-(triethoxysilyl)propyl>benzamid 
• 99135-93-0 (3R,4R)-3,4-Bis(diphenylphosphino)-1-<(2-methoxyethoxy)acetyl>pyrrolidin 
• 100350-83-2 (3R,4R)-3,4-Bis(diphenylphosphino)-1-formylpyrrolidin 

Relevant articles and documents

Enantioselective Catalysis, 4. Synthesis of N-Substituted (R,R)-3,4-Bis(diphenylphosphino)pyrrolidines. The Use of their Rhodium Complexes for the Asymmetric Hydrogenation of α-(Acylamino)acrylic Acid Derivatives

A simple synthesis of (R,R)-3,4-bis(diphenylphosphino)pyrrolidine (6a) and some N-substituted derivatives 6b-m is described. 6l and 6m are optically active tetraphosphanes, composed of two (R,R)-3,4-bis(diphenylphosphino)pyrrolidine units and a dicarboxylic residue.The structure of the parent compound 6a was determined by X-ray diffraction.From the phosphanes 6a-m the cationic 1,5-cyclooctadiene-bisphosphane-rhodium complexes 7a-m were prepared.The complexes 7l and 7m are ligand bridged bis(rhodium) dications.The complexes 7a-m were used for the asymmetric catalytic hydrogenation of the α-(acylamino)acrylic acid derivatives 9a-l.Enantiomeric excesses up to 100percent were achieved.Between 1 and 70 at the optical yields do not depend on the hydrogen pressure.The substrate/catalyst ratio can be as high as 50000/1.