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, V. (2010) Chemistry in confined spaces: high-energy conformer of a piperidine derivative is favored within a water-soluble capsuleplex Organic Letters, 12 (20). pp. 4544-4547. ISSN 1523-7060

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol101841n?prev...

Related URL: http://dx.doi.org/10.1021/ol101841n

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.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:55473
Deposited On:18 Aug 2011 11:47
Last Modified:18 Aug 2011 11:47

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