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Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
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配列制御のヘテロレイドデンドリマーに対する加速化学選択反応

Sandra García-Gallego1,2, Oliver C J Andrén1, Michael Malkoch1

  • 1Royal Institute of Technology , School of Chemical Science and Engineering, Fiber and Polymer Technology , Teknikringen 56-58 , SE-100 44 Stockholm , Sweden.

Journal of the American Chemical Society
|January 3, 2020
PubMed
まとめ

化学選択反応は,複雑で配列制御されたヘテロレイヤードリマーの合成を簡素化します. このアプローチは,マクロ分子構造と特性を正確に制御し,高度な材料の開発のための多用途のプラットフォームを提供します.

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The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
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Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
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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,...
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