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[摘要]:22, 27, 28 An efficient 1-pot procedure is described for the redn. of aryl iodides to aryl anions using a structurally simple bis-pyridinylidene electron donor, prepd. in situ by treating 4-DMAP methiodide salt with base. The results show (i) that pyridinylidene carbenes can be easily used for intermol. C-C bond formation, (ii) that bis-pyridinylidenes demonstrate superior robustness compared to electron-donor systems based on bis-imidazolylidenes, and (iii) that electron-donor strength is enhanced in the simplified DMAP-based donor. Deuterated analogs of this donor also provide mechanistic information on the source of protons when the aryl anions are quenched in situ. |
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