Novel fullerene receptors based on calixarene-porphyrin conjugates

摘要

Several different synthetic approaches enabling a direct covalent connection between the meso-position of porphyrin and the upper rim of calix[4]arene have been studied.The best results were obtained via condensation of an excess of pyrrole and p-meth-ylbenzaldehyde with calix[4]arene-5,17-dialdehyde under BF_3 centre dot Et_2O catalysis in CHCl_3.Subsequent oxidation of the intermediate porphyrinogen gave the corresponding bis-porphyrm-calixarene conjugate in 15% overall yield.The ~1H NMR complexation study revealed the pronounced selectivity of the bis-porphyrin derivative towards C_(70)fullerene.