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(S)-(-)-2,2-Bis(diphenylphosphino)-1,1-binaphthyl

CAS 76189-56-5

Molecular structure of (S)-(-)-2,2-Bis(diphenylphosphino)-1,1-binaphthyl

CAS · 76189-56-5

01

Product Overview

(S)-(-)-2,2-Bis(diphenylphosphino)-1,1-binaphthyl is a high-purity organophosphorus-compounds supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.

02

Product Specifications

Appearance Off-white solid
Purity 98% min
EE 98% min
03

Applications

(S)-(-)-2,2-Bis(diphenylphosphino)-1,1-binaphthyl, commonly known as (S)-BINAP, is a chiral diphosphine ligand widely used in asymmetric catalysis and organometallic chemistry. Its primary application is in transition-metal-catalyzed asymmetric reactions, including hydrogenation, allylic substitution, and cross-coupling reactions, where it enables the selective synthesis of optically active compounds. It is extensively employed in pharmaceutical and fine chemical synthesis to produce enantiomerically pure intermediates, active pharmaceutical ingredients, and agrochemicals. The rigid, axially chiral BINAP framework provides well-defined steric and electronic environments around the metal center, enhancing both reactivity and enantioselectivity. Additionally, it is used in coordination chemistry for the design of chiral metal complexes with tailored catalytic properties.

04

Benefits

The benefits of (S)-BINAP arise from its axially chiral binaphthyl backbone and electron-rich diphenylphosphino groups. The rigid chiral framework allows precise control over the spatial arrangement of substrates around the metal center, resulting in high enantioselectivity in asymmetric reactions. Its strong coordination to transition metals enhances catalytic stability and activity, enabling efficient reactions under mild conditions. The ligand's versatility allows it to form complexes with a wide range of metals such as ruthenium, rhodium, and palladium, expanding its applicability across diverse asymmetric transformations. Its use in pharmaceutical and fine chemical synthesis facilitates the production of optically pure compounds, reducing the need for downstream resolution and improving overall process efficiency.

05

Conclusion

(S)-(-)-2,2-Bis(diphenylphosphino)-1,1-binaphthyl is a highly effective chiral ligand widely used in asymmetric catalysis, coordination chemistry, and pharmaceutical synthesis. Its rigid, axially chiral structure and strong metal-binding properties provide enhanced enantioselectivity, catalytic efficiency, and versatility in transition-metal-mediated reactions. The benefits it delivers-including precise control of stereochemistry, broad applicability, and improved reaction efficiency-make it an indispensable tool for the synthesis of optically active compounds, supporting innovation in fine chemicals, pharmaceuticals, and advanced catalytic processes.

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