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Updated: May 29, 2026

Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds
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Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds

Published on: October 15, 2019

RETRACTED: クリックを解除: 1,3-二極性サイクロレバーションを機械的に促進する

Johnathan N Brantley1, Kelly M Wiggins, Christopher W Bielawski

  • 1Department of Chemistry and Biochemistry, The University of Texas at Austin, 1 University Station A1590, Austin, TX 78712, USA.

Science (New York, N.Y.)
|September 17, 2011
PubMed
まとめ

研究者らは,超音波がポリマー内の惰性な1,2,3-トリアゾール化学結合を分解できることを発見しました. この機械的可動性により,反応性のある材料と化学における保護群の新たな可能性が生まれます.

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Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.
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Electrocyclic reactions, cycloadditions, and sigmatropic rearrangements are concerted pericyclic reactions that proceed via a cyclic transition state. These reactions are stereospecific and regioselective. The stereochemistry of the products depends on the symmetry characteristics of the interacting orbitals and the reaction conditions. Accordingly, pericyclic reactions are classified as either symmetry-allowed or symmetry-forbidden. Woodward and Hoffmann presented the selection criteria for...
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Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.
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Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
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