New pi-extended tetrathiafulvalene-containing fulleropyrrolidine dyads endowed with vinyl spacers

The synthesis of novel C-60-donor dyads in which the fulleropyrrolidine moi ety is covalently attached to an pi-extended tetrathiafulvalene analogue th rough an ethylenic spacer is described. The cyclic voltammetry confirms the redox reactivity of both donor and acceptor chromophores and the semiempir ical PM3 theoretical calculations predict the existence of two conformation al isomers. In the ground state, no evidence of charge transfer interaction was observed in solution. Upon excitation, the fullerene singlet excited s tate in C-60-donor dyads is subject to a solvent-dependent, rapid fluoresce nce quenching, suggesting an intramolecular electron transfer. (C) 2000 Els evier Science S.A. All rights reserved.