The author of 《Mizoroki-Heck Cross-Coupling of Acrylate Derivatives with Aryl Halides Catalyzed by Palladate Pre-Catalysts》 were Islam, Mohammad Shahidul; Nahra, Fady; Tzouras, Nikolaos V.; Barakat, Assem; Cazin, Catherine S. J.; Nolan, Steven P.; Al-Majid, Abdullah Mohammed. And the article was published in European Journal of Inorganic Chemistry in 2019. Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride The author mentioned the following in the article:
The Mizoroki-Heck (MH) reaction involving aryl halides with various acrylates and acrylamide was studied using air and moisture-stable imidazolium-based palladate pre-catalysts for the synthesis of internal alkenes RHC=CH(R1)(C(O)R2) [R = Ph, 4-MeC6H4, 4-MeOC6H4, etc.; R1 = H, Me, 4-MeOC6H4CH2, etc.; R2 = OMe, On-Bu, NH2, etc.]. These pre-catalysts were converted into Pd-NHC species (NHC = N-heterocyclic carbene) under catalytic conditions and were capable of facilitating the Mizoroki-Heck reaction of aryl halides with various acrylates. The effects of solvent, catalyst loading, temperature and bases on the reaction outcome were investigated. Various coupling partners were tolerated under the optimal reaction conditions catalyzed by palladate [SIPr·H][Pd(η3-2-Me-allyl)Cl2]. The efficiency of the optimized synthetic methodol. was tested on various aryl halides and substituted acrylates as well as acrylamides. The MH reaction yielded the coupled products in good to excellent isolated yields (up to 98%). The experimental part of the paper was very detailed, including the reaction process of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride)
1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) has been employed in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chlorideIn addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem