Science of Synthesis

Kellogg, R. M., Science of Synthesis, (2006) 8, 1497.

General Introduction

There has been much more interest in cesium carbonate than in rubidium carbonate. Both of these carbonates are dry, colorless powders and neither is unusually hygroscopic nor appreciably soluble in the dipolar aprotic solvents usually used. Dimethylformamide is often employed as solvent, although acetonitrile, tetrahydrofuran, and even the protic solvent ethanol have been used (see Section ‌8.4.3.2.3‌ for the use of toluene or benzene together with crown ethers as reaction media). Finely divided suspensions of cesium carbonate are formed in dimethylformamide and these are very effective at deprotonating acidic compounds, almost always the first step in the reactions mediated by this reagent. There is sometimes an advantage in using preformed cesium salts, which are best prepared in a protic solvent such as methanol and then rendered solvent-free, followed by suspension/dissolution in dimethylformamide.

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References