4.8 Article

Innermolecular Reactions of Fluorophenylcarbene inside a Hemicarcerand

Journal

ORGANIC LETTERS
Volume 11, Issue 17, Pages 3866-3869

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol901474u

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Funding

  1. National Science Foundation
  2. Petroleum Research Fund
  3. Division Of Chemistry
  4. Direct For Mathematical & Physical Scien [0840995] Funding Source: National Science Foundation

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Photolysis of fluorophenyldiazirine, incarcerated in hemicarcerand 2, affords fluorophenylcarbene, which attacks an aryl unit of the host, leading (after rearrangement) to a fluoromethoxy/phenyltropone derivative of the hemicarcerand. The Incarcerated carbene is probably unstable at temperatures above 100 K.

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