Reaction of the 5-hydroacenaphthylene anion with benzyl halides proceeds at carbon atom 1 as well as at carbon atom 2a, in the latter case creating a quaternary centre. The hardness-softness of the electrophiles was shown to play only a minor role in determining the regioselectivity of the reaction
β¦ LIBER β¦
Hybrid single-electron-transfer-SN2 reactions
β Scribed by Bordwell, F. G.; Harrelson, John A.
- Book ID
- 126158561
- Publisher
- American Chemical Society
- Year
- 1987
- Tongue
- English
- Weight
- 238 KB
- Volume
- 109
- Category
- Article
- ISSN
- 0002-7863
No coin nor oath required. For personal study only.
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This calculation introduces a promising way to catalyze gas-phase S N 2 reactions at a unimolecular level by using an excess electron (EE) as an ''electron solvent''. The EE participation leads to very favorable energetics for the reaction, by neutralizing the created positive charge as the reaction