Description

(2R,3R)-(-)-2,3-Bis(Diphenylphosphino)Bicyclo[2.2.1]Hept-5-Ene is a chiral, bidentate phosphine ligand of significant importance in asymmetric catalysis. Its rigid norbornene backbone and specific stereochemistry make it a highly effective ligand for inducing enantioselectivity in transition metal-catalyzed reactions. This compound is essential for researchers and process chemists in the pharmaceutical, agrochemical, and fine chemical industries seeking to develop efficient, stereocontrolled synthetic routes.

Application

• Asymmetric Hydrogenation: A key ligand for the enantioselective reduction of prochiral olefins, ketones, and imines, critical for producing chiral intermediates in active pharmaceutical ingredients (APIs).
• Asymmetric Cross-Coupling Reactions: Employed in C-C and C-X bond-forming reactions, such as Suzuki-Miyaura and Heck couplings, to construct complex chiral molecules with high optical purity.
• Hydroformylation and Hydrocyanation: Used to control regioselectivity and enantioselectivity in the addition of CO/H₂ or HCN to unsaturated substrates.
• Catalyst Screening and Development: A valuable tool in academic and industrial R&D for discovering new catalytic systems for chiral synthesis.
• Fine Chemical Synthesis: Production of enantiomerically pure flavors, fragrances, and advanced materials.

Basic Information

Product Name	(2R,3R)-(-)-2,3-Bis(Diphenylphosphino)Bicyclo[2.2.1]Hept-5-Ene
CAS No.	71042-55-2
Molecular Formula	C₃₁H₂₈P₂
Molecular Weight	462.50 g/mol
Synonyms	(2R,3R)-(-)-2,3-Bis(diphenylphosphino)-5-norbornene; (R,R)-NBDIPHOS; (R,R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene; (1R,2R)-(-)-1,2-Bis(diphenylphosphino)-4,7-dihydro-5H-inden-5-ylidene; (R,R)-Bis(diphenylphosphino)norbornadiene; NBDIPHOS (R,R)-isomer; (R,R)-(-)-NBDIPHOS; (R,R)-(-)-Bicyclo[2.2.1]hepta-2,5-diene-2,3-diylbis(diphenylphosphine)
EINECS	Contact for details

Quality Control

Our (2R,3R)-(-)-2,3-Bis(Diphenylphosphino)Bicyclo[2.2.1]Hept-5-Ene is manufactured under strict quality control protocols to ensure high chemical and chiral purity, which is critical for catalytic performance. Each batch is characterized by NMR, HPLC, and optical rotation analysis. Certificates of Analysis (COA) detailing purity, enantiomeric excess, and other relevant specifications are provided to guarantee consistency and support your research and development needs.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C to minimize oxidation and ensure long-term stability. The container should be kept in a cool, dry, and well-ventilated area.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (ee)	≥ 99.0%
Specific Rotation [α]	Contact for details
Solubility	Soluble in common organic solvents (THF, Toluene, DCM)

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.