✦ LIBER ✦
Unexpected double benzylation of acetophenone under phase transfer catalysis conditions. Acidity or π−π interaction effect?
✍ Scribed by Enrique Díez-Barra; Antonio de la Hoz; André Loupy; Alfonso Martínez-González; Víctor Martínez-Merino; Sonia Merino; Renée Paugam; Prado Sánchez-Verdú; Jean Sansoulet; José Torres
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 432 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
A n-n interaction in the transition state of the benzylation of 1,3-diphenyl-1propanone, the monobenzylation product of acetophenone, is proposed according to chemical, kinetic and theoretical approaches. Evidence for the existence of this kind of interaction in a transition state has been provided for the first time. The results obtained cannot be explained solely by the increased acidity but by considering the existence of a ~-n interaction.