✦ LIBER ✦
Production and reduction of alkyl radicals under controlled, homogenous conditions through reactions of alkyl flourides with sodium naphthalenide. Rate constant for cyclization of 5-hexenyl radicals.
✍ Scribed by John F. Garst; Franklin E. Barton II
- Publisher
- Elsevier Science
- Year
- 1969
- Tongue
- French
- Weight
- 245 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Reactions of sodium naphthalenide with alkyl chlorides, bromides, and iodides produce free alkyl radicals which subsequently react with sodium naphthalenide, generating alkylsodiums through electron-transfer and alkylated naphthalenides through radical combination (l-7). 5-Hexenyl halides have played a significant role in the mechanistic elucidation of these reactions (1,4,6). Scheme L outlines the reaction mechanisms for such reactions, exclusive of olefin and dimeric hydrocarbon (Rz) formation, which are significant only for alkyl iodides