Tetrafluoropyridine Regulated Site-Selective Cycloaddition of Diazoacetates with 1,4-Unsymmetrical [60]Fullerene Adducts

Site-selective multiple addition reactions of fullerenes hold great promise for generating new nanocarbons with diverse material and biological applications. However, there are a lack of strategies for achieving site selectivity in a stepwise manner within this field. In this study, we discovered that tetrafluoropyridine-modified unsymmetrical 1,4-C₆₀ adducts can undergo highly site-selective cycloadditions with diazoacetates. This finding suggests that leveraging the 1,4-unsymmetric bifunctional group effect can be an effective strategy for controlling the regioselectivity for further reactions of 1,4-(organo)[60]fullerene.