2-Diphenylphosphino-2-(N,N-dimethylamino)biphenyl
CAS 240417-00-9
CAS · 240417-00-9
Product Overview
2-Diphenylphosphino-2-(N,N-dimethylamino)biphenyl is a high-purity pharmaceutical-intermediates supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance | White to yellow solid |
|---|---|
| Purity (HPLC) | 98% min |
| HNMR | Conforms |
| PNMR | Conforms |
| Melting Point (lit.) | 122–126 °C |
| Solvent | 0.5% max |
Applications
2-Diphenylphosphino-2-(N,N-dimethylamino)biphenyl (CAS 240417-00-9) is a highly valuable ligand extensively used in coordination chemistry and homogeneous catalysis. It serves as a bidentate ligand featuring both a phosphine and an amine donor site, which together provide exceptional control over electronic and steric properties of metal centers. This compound is a key structural component of Buchwald-type ligands, used in palladium-catalyzed cross-coupling reactions such as Suzuki–Miyaura, Heck, and Buchwald–Hartwig amination. These reactions are fundamental for forming carbon–carbon and carbon–nitrogen bonds in the synthesis of pharmaceuticals, agrochemicals, and advanced organic materials. Its strong metal-binding capacity and electron-donating nature also make it useful in catalyst design for asymmetric hydrogenation, hydroamination, and carbonylation reactions, where fine-tuning of reactivity and selectivity is essential.
Benefits
The main benefits of 2-Diphenylphosphino-2-(N,N-dimethylamino)biphenyl lie in its superior ligand performance and tunable coordination behavior. The compound's combination of a phosphine group and an electron-rich amine enables strong metal–ligand interactions that stabilize reactive intermediates, leading to high catalytic activity and excellent selectivity. Its steric bulk prevents catalyst deactivation, allowing for longer reaction lifetimes and broader substrate tolerance. Additionally, this ligand enhances reaction rates under mild conditions and minimizes the formation of undesired byproducts, making it ideal for both laboratory-scale and industrial applications. The ability to fine-tune electronic properties through structural modification further extends its use in designing customized catalysts for specific transformations.
Conclusion
2-Diphenylphosphino-2-(N,N-dimethylamino)biphenyl stands as a cornerstone ligand in modern transition-metal catalysis, combining electronic versatility, stability, and efficiency. Its critical role in cross-coupling and hydrogenation reactions has significantly advanced the synthesis of complex organic molecules, supporting progress in pharmaceuticals, materials science, and green chemistry. By enabling high-performance, selective, and sustainable catalytic systems, this compound continues to be an indispensable tool in cutting-edge synthetic and industrial chemistry.
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