Treatment of secondary or tertiary alkyl bromides with alkyl Grignard reagents in the presence of catalytic amounts of silver bromide and potassium fluoride in CH 2 Cl 2 afforded the corresponding cross-coupling products in reasonable yields. Moreover, silver showed catalytic activity for the cross-
The role of impurities in the reactions of grignard reagents with alkyl bromides
✍ Scribed by Richard B. Allen; Ronald G. Lawler; Harold R. Ward
- Publisher
- Elsevier Science
- Year
- 1973
- Tongue
- French
- Weight
- 193 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
It has been established by chemical (2a) and CIDNP (3,4) techniques that some transition metal salts catalyze the reaction of Grignard reagents with alkyl halides by a mechanism involving free radicals. Such catalysis is probably responsible for the Wurtz coupling side reaction which lowers the yield of Grignard reagent obtained when magnesium of low purity is used (2b). We present further evidence here, however, that metal impurities are catalytically
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