Molecular Complexes of Fullerenes C 60 and C 70 with Saturated Amines

Abstract

New molecular complexes of fullerenes C 60 and C 70 with leuco crystal violet (LCV, 1–3); leucomalachite green (LMG, 4–6); crystal violet lactone (CVL, 7); N, N, N′, N′-tetrabenzyl- p-phenylenediamine (TBPDA, 8, and 9); N, N, N′, N′-tetramethyl- p-phenylenediamine (TMPDA, 10, and 11); triphenylamine (TPA, 12, and 13); and substituted phenotellurazines (EPTA and TMPTA, 14, and 15) have been synthesized. Crystal structures have been solved for C 60 complexes with LMG (5, 6) TBPDA (8), TMPDA (10), and TPA (12). The C 60 molecules form closely packed double layers in 5 and 6, hexagonal layers in 10 and quasi-three-dimensional layers in 8 and 12. The substitution of disordered solvent molecules in the complexes with LMG (4, 5) by naphthalene ones results in the ordering of the C 60 molecules. According to IR-, UV–visible–NIR and ESR-spectroscopy the complexes have a neutral ground state. The spectra of 1–8, and 10 show intense charge transfer bands in the visible and NIR-range. On photoexcitation by white light (light-induced ESR (LESR) spectroscopy), 1 and 10 were shown to have an excited ionic state. The LESR signals were generated at light energies <2.25 eV indicating that the excited states in the complexes are realized mainly by direct charge transfer from donor to the C 60 molecule.