Abstract:
Herein, we report the synthesis and characterization of four novel
fullerene C-60 derivatives. The carbon cage of these C-60 derivatives is
decorated with one or two dodecyl or triethylene glycol tails, through
the appropriately modified ortho-xyleno bridge, by utilizing the
Diels-Alder reaction of C-60 with the corresponding especially designed,
novel, in situ-prepared ortho-quinodimethanes. Two different synthetic
approaches were de-signed and followed for the preparation of these
adducts. All fullerene derivatives were characterized via H-1-and
C-13-NMR, matrix-assisted laser desorption-ionization mass spectrometry,
as well as, by FT-IR and UV-Vis spectroscopies and cyclic voltammetry.
All adducts exert very high solubility in common organic solvents like
chloroform, tetrahydrofuran, and toluene.