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

• Published in: Journal of organometallic chemistry Vol. 599; no. 1; pp. 2 - 7
• Main Authors: Herranz, M.A, Martı́n, N, Sánchez, L, Seoane, C, Guldi, D.M
• Format: Journal Article
• Language: English
• Published: LAUSANNE Elsevier B.V 09.04.2000; Elsevier
• Subjects: Chemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic; Cyclic voltammetry; Donor–acceptor dyads; Electron transfer; Fluorescence; Fullerene; Physical Sciences; Science & Technology; π-Extended tetrathiafulvalenes; Fullerene; Cyclic voltammetry; π-Extended tetrathiafulvalenes; Fluorescence; Electron transfer; Donor–acceptor dyads; BIS-LINKING; DONOR; ANALOGS; REDOX PROPERTIES; FULLERENES; ELECTRON-TRANSFER; cyclic voltammetry; electron transfer; donor-acceptor dyads; fluorescence; pi-extended tetrathiafulvalenes; ORGANOFULLERENES; C-60; DERIVATIVES; fullerene
• ISSN: 0022-328X; 1872-8561
• DOI: 10.1016/S0022-328X(99)00595-1

The synthesis of novel C 60-donor dyads in which the fulleropyrrolidine moiety is covalently attached to an π-extended tetrathiafulvalene analogue through an ethylenic spacer is described. The cyclic voltammetry confirms the redox reactivity of both donor and acceptor chromophores and the semiempirical PM3 theoretical calculations predict the existence of two conformational isomers. In the ground state, no evidence of charge transfer interaction was observed in solution. Upon excitation, the fullerene singlet excited state in C 60-donor dyads is subject to a solvent-dependent, rapid fluorescence quenching, suggesting an intramolecular electron transfer.