(R)-(-)-1,1′-Binaphthol-2,2′-bis(trifluoromethanesulfonate)
(R)-(-)-1,1′-Binaphthol-2,2′-bis(trifluoromethanesulfonate)(CAS: 126613-06-7), specifically the bis(triflate) of 1,1′-bi-2-naphthol (BINOL), is a chiral building block derived from enantiomerically pure BINOL featuring triflate leaving groups at the 2,2′-positions. This compound serves as a strategic intermediate for constructing C2-symmetric chiral ligands through palladium-catalyzed cross-coupling reactions replacing triflates with phosphino, amino, or other coordinating groups. The resulting BINAP, BINAM, and related ligands enable asymmetric hydrogenation, conjugate addition, and numerous enantioselective transformations in pharmaceutical and fine chemical synthesis. The rigid binaphthyl backbone’s atropisomerism provides a well-defined chiral environment essential for high enantioselectivity. Manufactured with strict enantiomeric purity controls, this bis(triflate) supports the production of ligand libraries for catalytic asymmetric synthesis. Proper storage protected from moisture maintains triflate reactivity for coupling applications.
– Chiral Ligand Synthesis: Used as the key precursor for preparing BINAP, BINAM, and other C2-symmetric ligands through cross-coupling at the triflate positions.
– Asymmetric Catalysis: Serves as the entry point to ligand systems enabling enantioselective hydrogenation and carbon-carbon bond formation in API synthesis.
– Molecular Recognition: Applied in preparing chiral selectors, sensors, and resolving agents exploiting the binaphthyl chiral pocket.
– Materials Chemistry: Employed in constructing chiral polymers, liquid crystals, and functional materials with defined helical structures.
Product Name: (R)-(-)-1,1′-Binaphthol-2,2′-bis(trifluoromethanesulfonate)
For global customers, we provide complete technical documentation to support product evaluation, regulatory compliance and safe handling during transportation and application.