Triazole bridges as versatile linkers in electron donor-acceptor conjugates.

Aromatic triazoles have been frequently used as π-conjugated linkers in intramolecular electron transfer processes. To gain a deeper understanding of the electron-mediating function of triazoles, we have synthesized a family of new triazole-based electron donor-acceptor conjugates. We have connected zinc(II)porphyrins and fullerenes through a central triazole moiety--(ZnP-Tri-C(60))--each with a single change in their connection through the linker.

Synthesis, conformational interconversion, and photophysics of tethered porphyrin-fullerene dyads with parachute topology.

The synthesis of a porphyrin-fullerene dyad with "parachute" topology is reported. To determine whether the dyad is "flexing" at room temperature, low-temperature NMR experiments were used. Computational modeling has shown the low-energy conformation of the dyad to be nonsymmetric.

First triazole-linked porphyrin-fullerene dyads.

A general procedure for the synthesis of 1,2,3-triazole-linked porphyrin-fullerene dyads is described. Four of these compounds have been prepared and characterized.

Energy and electron transfer in polyacetylene-linked zinc-porphyrin-[60]fullerene molecular wires.

The synthesis and electrochemical and photophysical studies of a series of alkyne-linked zinc-porphyrin-[60]fullerene dyads are described. These dyads represent a new class of fully conjugated donor-acceptor systems. An alkynyl-fullerene synthon was synthesized by a nucleophilic addition reaction, and was then oxidatively coupled with a series of alkynyl tetra-aryl zinc-porphyrins with 1-3 alkyne units.