1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium tetrafluoroborate

1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium tetrafluoroborate is a quaternary ammonium salt featuring a dihydroimidazolium core substituted with two 2,4,6-trimethylphenyl groups. This compound is part of a class of salts known for their use in various applications, including as phase-transfer catalysts, surfactants, and additives in polymerization processes. The presence of the trimethylphenyl groups introduces significant steric bulk, which can affect the compound's reactivity and solubility properties. Its tetrafluoroborate counterion enhances its ionic character, potentially influencing its behavior in solution and its interactions with other molecules.

Application

In practical applications, 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium tetrafluoroborate can be utilized as a phase-transfer catalyst in organic synthesis, facilitating the transfer of reagents between different phases. Its steric bulk and ionic nature make it suitable for applications requiring high solubility in both polar and nonpolar solvents. Additionally, its properties suggest potential use in the modification of polymers, where it could act as an additive to enhance processability or end-use properties.

Articles:

- The search for new hydrogenation catalyst motifs based on N-heterocyclic carbene ligands

Publication Date: Available online 4 January 2006

Leslie D. Vazquez-Serrano, Bridget T. Owens, Jillian M. Buriak

https://doi.org/10.1016/j.ica.2005.10.049

- Stereospecific Cross Couplings To Set Benzylic, All-Carbon Quaternary Stereocenters in High Enantiopurity

Publication Date: September 9, 2016

Qi Zhou, Kelsey M. Cobb, Tianyu Tan and Mary P. Watson

https://doi.org/10.1021/jacs.6b08075

- Salicylaldimine Ruthenium Alkylidene Complexes: Metathesis Catalysts Tuned for Protic Solvents

Publication Date: 02 February 2007

Joseph B. Binder, Ilia A. Guzei, Ronald T. Raines

https://doi.org/10.1002/adsc.200600264