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Usage

Uses

Used in Organic Synthesis:
1,3-BIS-(ADMANT-1-YL)-BENZIMIDAZOLIUM CHLORIDE is used as a catalyst for the formation of carbon-carbon and carbon-heteroatom bonds, enhancing the efficiency and selectivity of various organic synthesis reactions.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 1,3-BIS-(ADMANT-1-YL)-BENZIMIDAZOLIUM CHLORIDE is utilized as a catalyst to expedite the synthesis of complex organic molecules, which are vital for the development of new drugs and medicinal compounds.
Used in Agrochemical Industry:
1,3-BIS-(ADMANT-1-YL)-BENZIMIDAZOLIUM CHLORIDE is employed as a catalyst in the synthesis of agrochemicals, contributing to the production of pesticides, herbicides, and other crop protection agents.
Used in Materials Science:
Within materials science, 1,3-BIS-(ADMANT-1-YL)-BENZIMIDAZOLIUM CHLORIDE is used as a catalyst to synthesize novel materials with unique properties, such as advanced polymers and composites, for applications in various industries.
Used in Research and Development:
1,3-BIS-(ADMANT-1-YL)-BENZIMIDAZOLIUM CHLORIDE is used as a research tool by chemists and researchers to explore new synthetic methodologies and develop innovative chemical reactions, expanding the boundaries of chemical knowledge and application.

Upstream product

• 583-53-9 2,3-dibromobenzene 
• 768-94-5 1-Adamantanamine 
• 122-51-0 orthoformic acid triethyl ester 

Relevant academic research and scientific papers

Towards the rational design of palladium-N-heterocyclic carbene catalysts by a combined experimental and computational approach

A combined experimental and computational approach towards the development of Pd-NHC catalysts is described. A range of benzimidazolylidinium ligands incorporating electron-rich and electron-poor substituents were prepared and evaluated in the Suzuki reaction. The most electron-rich ligand showed the highest catalytic activity. Based on this information, the first alkyl-alkyl Negishi cross-coupling reaction protocol was developed. Evaluation of N,N′-diaryl-(4,5-dihydro)imidazolylilidinium ligands showed a strong dependence on the steric topography around the metal centre. A computational study of the most active ligand in the Negishi reaction, its Pd(0) and PdCl 2-complexes and related structures were modelled at the B3LYP/DZVP and HF/3-21G levels of theory. The potential energy hypersurfaces flattened with increase in ligand size. Binding energies were computed for carbene/Pd(0) adducts (in the range ～31-40 kcal mol-1), roughly double that for PH3 (～16 kcal mol-1). Weak intramolecular interactions were found using AIM analyses.

Electronic nature of N-heterocyclic carbene ligands: Effect on the Suzuki reaction

(Chemical Equation Presented) Suzuki reactions of aryl chlorides and arylboronic acids with a range of electronically different N-heterocyclic carbene ligands derived from N,N-diadamantylbenzimidazolium salts are reported. Results indicate that an electron-rich NHC ligand enhances the rate of oxidative addition. However, reductive elimination is unchanged by the electronic nature of the supporting ligand and is primarily affected by the steric environment.