A novel synthesis of chiral rotaxanes via covalent bond formationElectronic supplementary information (ESI) available: synthesis of rotaxanes 9 and 10, and 1H NMR, IR and ESI-MS spectral data for crownophane 4, monoesters 6, 12, diester 11, and rotaxanes 8, 9, 10. See http://www.rsc.org/suppdata/cc/b3/b314744d/

Abstract

Chiral rotaxanes composed of the asymmetric crownophane incorporating two hydroxy groups as a rotor moiety and the asymmetric axis were effectively synthesized via covalent bond formation, i.e. tandem Claisen rearrangement, esterification, and aminolysis.