Redox- and pH-Responsive Orthogonal Supramolecular Self-Assembly: An Ensemble Displaying Molecular Switching Characteristics

Two heteroditopic monomers, namely a thiopropyl-functionalized tetrathiafulvalene-annulated calix[4]­pyrrole (SPr-TTF-C[4]P 1) and phenyl C61 butyric acid (PCBA 2), have been used to assemble a chemically and electrochemically responsive supramolecular ensemble. Addition of an organic base initiates self-assembly of the monomers via a molecular switching event. This results in the formation of materials that may be disaggregated via the addition of an organic acid or electrolysis.