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Updated: Aug 18, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
09:35

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

アルケンのC-h活性化において,ハロゲン電極性を持つハロゲンカップル電子の移転

Andrey A Fokin1, Tatyana E Shubina, Pavel A Gunchenko

  • 1Department of Organic Chemistry, Kiev Polytechnic Institute, 37 Pobeda Avenue, 03056 Kiev, Ukraine.

Journal of the American Chemical Society
|September 5, 2002
PubMed
まとめ

この研究では,ポリハロゲン電ロフィルは,直接の電ロフィルの攻撃ではなく,H結合電子伝送機構を通じてアルケーンと反応することを明らかにしています. この発見は,イソブタンおよびアダマンタンハロゲン化物の反応経路を明確にします.

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Electrophiles02:28

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In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...