4.8 Article

Chemistry in Confined Spaces: High-Energy Conformer of a Piperidine Derivative is Favored Within a Water-Soluble Capsuleplex

Journal

ORGANIC LETTERS
Volume 12, Issue 20, Pages 4544-4547

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol101841n

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Funding

  1. National Science Foundation, USA [CHE-0848017]
  2. Division Of Chemistry
  3. Direct For Mathematical & Physical Scien [0848017] Funding Source: National Science Foundation

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Propyloxy-substituted piperidine in solution adopts a conformation in which its alkoxy group is equatorially positioned Surprisingly, two conformers of it that do not interconvert in the NMR time scale at room temperature have been found within an octa-acid capsule The serendipitous finding of the axial conformer of propyloxy-substituted piperidine within a supramolecular capsule highlights the value of confined spaces in physical organic chemistry.

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