Base-promoted reaction of C60Cl6 with thioamides: an access to [60]fullereno[1,9-d] thiazoles

Regioselective reaction of C60Cl6 with thioamides via a radical annulation to form fullereno thiazole derivatives is reported. The reaction is promoted by K2CO3, which might deprotonate thioamide to initiate a single electron transfer from thioamide anion to C60Cl6. The experiments with various thioamides establish the proposed base-promoted reaction as a facile route for synthesis of fullereno fused thiazole derivatives starting from C60Cl6, a prevalent synthon in fullerene chemistry. In addition, the tunable electrochemical properties of the fullereno thiazole products have been investigated for their potential photovoltaic application.

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