LANGMUIR-SCHAEFER FILMS OF A NEW CALIX4PYRROLE-BASED MACROCYCLE EXHIBITING INDUCED CHIRALITY UPON DIFFERENTIATED BINDING WITH CHIRAL ALCOHOL VAPOURS

摘要

A new calyx[4]pyrrole-based macrocycle, meso-(tetramethyl-tetraoctyl)calix[4]pyrrole (MTP), has been synthesized and transferred onto solid surface by using Langmuir-Schaefer (LS) method. Scanning Force Microscopy (SFM) investigation showed that the LS films are almost homogeneous and are consistent with the X-type configuration with the hydrophobic tails of MTP disposed almost perpendicularly with respect to the substrate. Induced Circular Dichroism (ICD) experiments in presence of chiral alcohol vapours, such as R(-) 2-butanol, R(-) 2-pentanol and R(-) 2-hexanol highlighted that although not chiral by themselves the MTP molecules within the film exhibit chirality induced by the binding with the chiral guests. These findings make these films promising active layers for the chemical recognition of short-chain alcohol molecules.