1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride

1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride is a high-purity ligands supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.

1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride is primarily used as a precursor to highly sterically hindered N-heterocyclic carbenes (NHCs), which are widely applied as ligands or organocatalysts in synthetic chemistry. Through deprotonation, it forms a bulky, stable carbene capable of supporting metal complexes that are active in cross-coupling, olefin metathesis, C–H activation, hydrosilylation, and other catalytic transformations. Its large substituents provide strong σ-donation and excellent steric control, enabling highly selective and efficient catalytic systems. This salt is employed in preparing metal–NHC complexes of Pd, Au, Ag, Ir, and Ru for use in pharmaceutical intermediate synthesis, polymerization catalysis, fine-chemical manufacturing, and homogeneous catalysis research. It also serves in mechanistic studies of ligand effects, catalyst stability, and steric tuning. In some cases, the compound is used in designing air- and moisture-tolerant catalysts due to the protective steric environment the derived carbene imparts to metal centers.

The compound offers notable advantages due to its extreme steric bulk and strong electron-donating characteristics once converted to its carbene form. These features promote catalytic systems with high stability, reduced susceptibility to decomposition, and improved tolerance to functional groups. The bulky architecture provides superior control over catalytic selectivity, often improving turnover numbers and enabling challenging transformations that require tight steric shielding. Its chloride counterion and crystalline nature support good handling, storage stability, and reliable purification. Additionally, the precursor salt enables chemists to generate tailor-made NHC ligands with predictable behavior, facilitating rapid optimization and development of catalytic methodologies. Its robustness and versatility make it a valuable tool in advanced synthetic chemistry and catalyst design.

1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride serves as a highly valuable precursor for generating sterically demanding N-heterocyclic carbenes used in modern catalysis. Its structural features support superior catalyst stability, selectivity, and performance across a wide range of synthetic applications. With strong utility in both academic and industrial sectors, it remains an important building block for designing next-generation metal complexes and catalytic systems.

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1,3-Bis(2,6-dibenzhydryl-4-methoxyphenyl)-1H-imidazol-3-ium Chloride丨CAS 1416368-03-0

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1-Mesityl-2,2,4-trimethyl-4-phenyl-3,4-dihydro-2H-pyrrol-1-ium Tetrafluoroborate丨CAS 1671098-42-2