Supramolecular incorporation of fullerenes on gold surfaces:: Comparison of C60 incorporation by self-assembled monolayers of different calix[n]arene (n=4, 6, 8) derivatives

Two new calix[6]arene derivatives 3 and 4 in a 1,4-anti conformation and one calix[8]arene derivative 5 were synthesized. SAMS of calix[n]arene (n = 4, 6, 8) derivatives 1-5 were formed on gold bead electrodes. Cyclic voltammetry with Ru(NH3)(6)(3-/2-) as a redox probe, together with impedance spectroscopy and reductive desorption, indicates that SAMS of 5 have a higher coverage than those of 3 and 4 due to the presence of hydrogen bonding and possibly its conformation, Noncovalent immobilization of C-60 on gold surfaces was achieved with SAMs of calix[8]arene derivative 5 but not with those of 1-4.