| Abstract
| - Novel C60/π-extended tetrathiafulvalene (exTTF) diads (12a−c) and triads [D2A (14a−c) and DA2(25, 27a−c)] have been synthesized by the Bingel cyclopropanation reaction of the respective exTTF-containing malonates and [60]fullerene. The reaction of exTTF-bismalonates with C60 affords therespective C60−exTTF diads (26a−c) together with the triad C60−exTTF−C60 (25, 27a−c) and aregioisomeric mixture of bisadducts (28b−c). Theoretical calculations (PM3) predict the favoredgeometry for triads 14a−c depending upon the orientation (up and down) of the 1,3-dithiole ringsin the exTTFs, as well as the more stable regioisomers for the bisadducts 28. Cyclic voltammetrymeasurements reveal that C60 and exTTF units do not intereact in the ground state. Compounds26a−c and 27a−c are not electrochemically stable. A photoinduced electron transfer leading tothe formation of the radical pair (C60-−exTTF•+) has been observed for compounds 14a−c.
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