Brief introduction of 141556-45-8

141556-45-8 1,3-Dimesityl-1H-imidazol-3-ium chloride 2734211, achiral-catalyst compound, is more and more widely used in various fields.

141556-45-8, 1,3-Dimesityl-1H-imidazol-3-ium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Finely powdered PdCl2 (177 mg, 1.00 mmol) was suspended in CH3CN (5 mL) and N-benzyldimethylamine (160 muL, 143 mg, 1.05 mmol) were added. The solution was heated to 8O0C with stirring until a clear, orange solution was formed (approx. 20 min). Finely powdered K2CO3 (691 mg, 5.00 mmol) was added and the stirring was continued until palladacycle formation was complete, as indicated by the formation of a canary yellow solution (5-10 min). IMesetaCl (375 mg, 1.10 mmol) was added and the mixture was stirred at 8O0C over 18h. The reaction mixture was filtered and evaporated. The resulting product was purified by column chromatography. Upon application of the product to a pad of silica gel (2.5 x 8 cm) pre-equilibrated with CH2CI2, CH2CI2 (100 mL) was used to elute impurities. The pure NHC-palladacycles were eluted with CH2Cl2-ethylacetate (3:1, vol/vol, 150 mL), and the solvent was evaporated. The products were triturated with hexanes (25 mL). After drying in high vacuum, IMes-Pd(dmba)Cl (555 mg, 96%) was obtained as beige solid. 1H NMR (CDCl3, 400 MHz) delta: 7.10 (s, 2H), 6.99 (s, 2H), 6.83-6.76 (m, 4H), 6.70 (td, J= 7.6, 1.2 Hz, IH), 6.58 (d, J= 7.2, 1.2 Hz, IH), 3.53 (s, 2H), 2.45 (s, 6H), 2.44 (s, 6H), 2.29 (s, 6H), 2.23 (s, 6H). 13C NMR (CDCl3, 100 MHz) delta: 175.6, 149.3, 147.6, 138.3, 138.3, 137.4, 136.2, 133.9, 129.4, 128.7, 123.9, 123.2, 123.0, 121.2, 72.2, 50.0, 21.1, 20.2, 19.8. Anal, calcd for C30H37ClN3Pd (581.51): C, 61.96; H, 6.41; N, 7.23. Found: C, 62.02; H, 6.37; N, 7.40., 141556-45-8

141556-45-8 1,3-Dimesityl-1H-imidazol-3-ium chloride 2734211, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; WO2008/156451; (2008); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare