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Updated: Jul 11, 2026

Electroactive Polymer Nanoparticles Exhibiting Photothermal Properties
10:16

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Published on: January 8, 2016

DMSOにおける1-アリル-4-オクサヘプタ-1,6-ダイネシステムの分子内アニオンダイエル-アルダー反応

Takayuki Kudoh1, Tomoko Mori, Mitsuhito Shirahama

  • 1Department of Medical and Bioengineering Science, Graduate School of Natural Science and Technology, Okayama University, Tsushima, Okayama, Japan.

Journal of the American Chemical Society
|March 30, 2007
PubMed
まとめ

4-オクサヘプタ-1,6-ディーン系における塩基誘発型サイクル添加反応は,複雑な多環芳香化合物を効率的に形成する. このアニオン内分子ダイエルス・アルダープロセスは,室温で急速に発生し,多様な置換ナフタレンおよび関連するヘテロサイクルを生成します.

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The Diels–Alder reaction brings together a diene and a dienophile to form a six-membered ring. Both components have unique characteristics that influence the rate of the reaction.
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable, the...
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In a Diels–Alder reaction, the diene is usually an electron-rich system and acts as a nucleophile, whereas the dienophile is electron-deficient and functions as an electrophile. Much like the diene, the nature of the dienophile significantly impacts the outcome of the reaction.
Characteristics of Dienophiles
Generally, the best dienophiles are alkenes containing electron-withdrawing substituents such as carbonyl, nitrile, and nitro groups. The feasibility of a Diels–Alder reaction depends on...