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392
Scheme 59 Flexible oligo-cycles by Constable. 150
strong interaction between the fullerene and the terpyridine
complex was found by cyclic voltammetry.
The approach was continued in the group of Schubert. 156 A
functionalized fullerene (obtained in several steps including a
Chem. Soc. Rev., 2004, 33, 373–399
Scheme 60 Dendritic spirocycle. 152
Scheme 61 Construction of a “Borromean link”. 153
Diels–Alder reaction) that contains an acid chloride has been
reacted with an aminoterpyridine, resulting in a terpyridinyl–
fullerene, linked by an alkyl group. AB dyads and ABA triads were
prepared by complexing the ligand to a terpyridine–Ru(III) monocomplex
or a second equivalent of the functional ligand and RuCl3
(Scheme 63a–b).
Another molecular moiety that has been studied intensively in
the context of organic solar cells, is the highly luminescent and
electron-donating oligo(p-phenylene vinylene) (OPV), that has
already been covalently linked to fullerenes. Recently, the
combination of these two units has been achieved via the formation
of a terpyridine–ruthenium(II) complex, leading to an ABC triad
(Scheme 63c). 72 Photo-induced absorption experiments revealed a
lifetime of the charge-separated state of less than 100 ms (this is the
timescale of the experiment, thus the actual lifetime could not be