Stoppering/unstoppering of a rotaxane formed between an N-hetorycle ligand containing surfactant: β-cyclodextrin pseudorotaxane and pentacyanoferrate(II) ions

Victoria I Martín; Manuel Angulo; Pilar López-Cornejo; Manuel López-López; María José Marchena; María Luisa Moyá

doi:10.1016/j.jcis.2017.03.019

Stoppering/unstoppering of a rotaxane formed between an N-hetorycle ligand containing surfactant: β-cyclodextrin pseudorotaxane and pentacyanoferrate(II) ions

J Colloid Interface Sci. 2017 Jul 1:497:343-349. doi: 10.1016/j.jcis.2017.03.019. Epub 2017 Mar 6.

Authors

Victoria I Martín¹, Manuel Angulo², Pilar López-Cornejo¹, Manuel López-López³, María José Marchena¹, María Luisa Moyá⁴

Affiliations

¹ Department of Physical Chemistry, University of Seville, C/ Profesor García González 1, 41012 Seville, Spain.
² NMR Service, University of Seville, Apartado 1203, E-41071 Seville, Spain.
³ Department of Chemical Engineering, Physical Chemistry and Material Science, Faculty of Experimental Sciences, Campus El Carmen, Avda. de las Fuerzas Armadas s/n, 21071 Huelva, Spain.
⁴ Department of Physical Chemistry, University of Seville, C/ Profesor García González 1, 41012 Seville, Spain. Electronic address: moya@us.es.

PMID: 28288380
DOI: 10.1016/j.jcis.2017.03.019

Abstract

The assembly of a surfactant-based rotaxane by adding the labile aquopentacyanoferrate(II) ion to the previously formed pseudorotaxane between the surfactant 11-(isonicotinoyloxy)-N,N,N-triethyl-1-undecanaminium bromide and β-cyclodextrin was investigated by ¹H NMR and kinetic measurements. NMR spectroscopy has showed that the rotaxane can be formed through two different mechanisms. The rotaxane can be unstoppered by using the pyridine ligand substitution reaction by the high-field cyanide ligand. In this work a new method is developed for the preparation of several new surfactant-based rotaxanes by changing the hydrophilic and hydrophobic regions of the surfactants and the nature of the macrocycle.

Keywords: (1)H NMR; Cyclodextrins; Kinetics; Rotaxane; Stoppering; Surfactants; Unstoppering.

Publication types

Research Support, Non-U.S. Gov't