Penta(pyrenyl)[60]fullerenes: pyrene-pyrene and [60]fullerene-pyrene interactions in the crystal and in solution.
A new type of fullerene-pyrene hybrid molecule, C(60)Ar(5)R [Ar=1-pyrenyl, 4-(1-pyrenyl)C(6)H(4), 4-{(1-pyrenyl)CO(2)}C(6)H(4), and 4-{(1-pyrenyl)(CH(2))(3)CO(2)}C(6)H(4); R=H and Me] was synthesized by a regioselective penta-addition reaction using organocopper reagents. The compounds were investigated using electrochemical measurements, DFT calculations, single-crystal X-ray structural analysis, and spectroscopic and fluorescence measurements. Intramolecular and intermolecular fullerene-pyrene and pyrene-pyrene interactions were characterized in the crystals. Fluorescence measurements in dilute solutions suggested the presence of intramolecular fullerene-pyrene and pyrene-pyrene interactions.
Matsuo
Yutaka
Y
Nakamura Functional Carbon Cluster Project, ERATO Japan Science and Technology Agency (JST), Hongo, Bunkyo-ku, Tokyo 113-0033, Japan. matsuo@chem.s.u-tokyo.ac.jp
Morita
Kouhei
K
Nakamura
Eiichi
E