Activation of reducing agents. Sodium hydride containing complex reducing agents 23. Symmetrical coupling of nitrogen-containing heterocyclic halides
β Scribed by R. Vanderesse; M. Lourak; Y. Fort; P. Caubere
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 183 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The preparation of NiCRA (NaH-B:ONa-Ni(OAc) ) in the oresence of PPh3 leads to a reagent (termed NiCRA-PPh3) which is shown $ o be one of the most efflclent Ni containing reagents reported so far for the homocoupling of heteroaromatic halides. Symmetrical couDling of aryl halides may be performed with either preformed' or in &ZU generated' transition metal comolexes. Whatever their origin, these classical reagents easily counle aryl iodides, less easily aryl bromides or triflates, and scarcely at all aryl chlorides (see for example ref.3).
in the cbntrarv, we have alreadv 4 sho~:n that liyand modified NiCRA, i.e. il? ntiitu
π SIMILAR VOLUMES
Vinyl halides can be coupled by NiCRA-bpy in THF or hexane. Interestingly simply changing the solvent changes the nature of the product : diene in THF, and enyne in hexane. Metal promoted homocoupling of vinyl halides continues to be actively studied on account of its wide range of synthetic applic
Since a few years, considerable attention has been devoted to the study of reducing agents which consist of mixtures of transition metal salts and metal hydrides\*. When we started our works on this subject, sodium hydride had scarcely been used for the preparation of this kind of reagents. In previ
Our previous publications showed that Complex Reducing Agents (CM) NaH-RONa-MXn (where RONa was a sodium alcoholate and MXn Ni, Co ~37 salts) are new cheap, easily prepared