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Kelly, Roy A. and Grasa, Gabriela A. and Nolan, Steven P. and Nelson, David J. (2016) 1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene. e-EROS Encyclopaedia of Reagents for Organic Synthesis.

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Alternate Name: IPr. Solubility: soluble in THF, hexane, toluene, ether, and most organic solvents. Analysis of Reagent Purity: elemental microanalysis, NMR spectroscopy. Preparative Methods: can be prepared under inert atmosphere3 utilizing dry, oxygen-free solvents.4 IPr·HCl2 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