(4S,5S)-1,3-Bis(2,2-diphenylethyl)-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate

(4S,5S)-1,3-Bis(2,2-diphenylethyl)-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate is a high-purity ligands supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.

This compound is primarily used as a precursor for chiral N-heterocyclic carbene (NHC) ligands in asymmetric catalysis. Its structurally rigid and sterically bulky framework allows it to generate stable chiral carbenes that coordinate effectively with transition metals such as palladium, gold, and rhodium. These metal–carbene complexes are widely applied in asymmetric transformations including hydrogenation, cycloaddition, allylation, and cross-coupling reactions, which are essential in the synthesis of enantiomerically pure pharmaceuticals, fine chemicals, and natural products. In addition, the tetrafluoroborate salt form enhances solubility in polar and organic solvents, making it convenient for homogeneous catalytic systems. The compound is also used in academic and industrial research for exploring new catalytic methodologies, chiral ligand design, and mechanistic studies of NHC-mediated reactions.

The compound offers significant advantages due to its rigid chiral framework, steric bulk, and high reactivity as an NHC precursor. The (4S,5S)-stereochemistry provides well-defined chirality, enabling high enantioselectivity in asymmetric catalytic reactions. The bulky diphenylethyl and phenyl substituents protect the carbene center, increasing the thermal and chemical stability of resulting metal–carbene complexes. Its tetrafluoroborate counterion ensures solubility and ease of handling, while the overall structure allows fine-tuning of electronic and steric properties to optimize catalyst performance. These characteristics make it a reliable and efficient source of chiral NHCs for both laboratory-scale synthesis and industrial catalytic applications, enabling high yields, reproducibility, and selectivity.

(4S,5S)-1,3-Bis(2,2-diphenylethyl)-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate (CAS 1033618-41-5) is a highly versatile and valuable chiral NHC precursor. Its rigid, sterically bulky, and well-defined structure allows the generation of stable metal–carbene complexes with excellent enantioselectivity and catalytic efficiency. By providing structural control, chemical stability, and solubility advantages, it supports the development of asymmetric transformations and fine chemical synthesis in both research and industrial applications.

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