1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene

Abstract

[244187-81-3] C27H36N2 (MW 388.59) InChI = 1S/C27H36N2/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8/h9-16,18-21H,1-8H3 InChIKey = VYCIHDBIKGRENI-UHFFFAOYSA-N (ligand for Pd complexes for amination reaction of aryl halides under mild conditions) Alternate Name: IPr. Solubility: soluble in THF, hexane, toluene, ether, and most organic solvents. elemental microanalysis, NMR spectroscopy. Preparative Methods: can be prepared under inert atmosphere3 utilizing dry, oxygen-free solvents.4 IPrċHCl2 and KOtBu were added to a NaH suspension in THF in the glove box (eq 1). The mixture was stirred for 1 h at room temperature, for 2 h at 60 °C, followed by overnight stirring at room temperature. THF was removed in vacuo, the product was extracted with hot hexanes, filtered through a pad of Celite, and the solvent removed in vacuo resulting in a white solid.2 (1) recrystallization from cold pentane. Wash with cold pentane. Handling, Storage, and Precautions: air- and moisture-sensitive in both solid state and solution. Handle and store under inert atmosphere. Thermally stable. No toxicity or hazard data available. organic waste.