Chemistry in confined spaces: high-energy conformer of a piperidine derivative is favored within a water-soluble capsuleplex.
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.
Porel
Mintu
M
Department of Chemistry, University of Miami, Coral Gables, Florida 33124, USA.
Jayaraj
Nithyanandhan
N
Raghothama
S
S
Ramamurthy
V
V