Chemistry in confined spaces: High-energy conformer of a piperidine derivative is favored within a water-soluble capsuleplex

Mintu Porel, Nithyanandhan Jayaraj, S. Raghothama, Vaidhyanathan Ramamurthy

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)4544-4547
Number of pages4
JournalOrganic Letters
Volume12
Issue number20
DOIs
StatePublished - Oct 15 2010

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Confined Spaces
piperidine
capsules
Capsules
Physical Chemistry
Organic Chemistry
chemistry
Derivatives
organic chemistry
Water
water
Conformations
Nuclear magnetic resonance
nuclear magnetic resonance
acids
Temperature
Acids
energy
room temperature

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Chemistry in confined spaces : High-energy conformer of a piperidine derivative is favored within a water-soluble capsuleplex. / Porel, Mintu; Jayaraj, Nithyanandhan; Raghothama, S.; Ramamurthy, Vaidhyanathan.

In: Organic Letters, Vol. 12, No. 20, 15.10.2010, p. 4544-4547.

Research output: Contribution to journalArticle

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