✦ LIBER ✦
π-Strain-Induced Electrophilicity in Small Cycloalkynes: A DFT Analysis of the Polar Cycloaddition of Cyclopentyne towards Enol Ethers
✍ Scribed by Luis R. Domingo; Patricia Pérez; Renato Contreras
- Book ID
- 102173833
- Publisher
- John Wiley and Sons
- Year
- 2006
- Tongue
- English
- Weight
- 161 KB
- Volume
- 2006
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
Abstract
Small cycloalkynes possess a π‐strain‐induced electrophilicity related to the bending of the C–C^sp^–C^sp^ bond angle. For cyclopentyne and benzyne, the electrophilicity index defined in the context of density functional theory gives a coherent rationale for the reactivity of these cycloalkynes, which may act as electrophiles in polar cycloaddition reactions toward enol ethers. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)