Fullerenes photoadditions

Mikami et al. also investigated the addition of ketene silyl acetals. They found that addition of the silyl enol ether of acetone and allylic silanes did not result in the synthesis of substituted l,2-dihydro[60]fullerenes [218a,220], In 1997, Mikami et al. [221] reported the photoaddition of allylic stannanes that leads to monoallylation of C6o (Scheme 13). 

Fullerenes have very rich photochemistry. Here, several commonly observed photochemical reactions of fullerenes including photoadditions through an electron transfer-proton transfer mechanism and excited state [2-I-2] cycloadditions... 

Kim KM, Park HJ, Kim JN, Yoo HJ, Yoon UC (2013) Photoaddition reactions of fullerene C60 with alpha-silyl tert-amines leading to new fullerene derivatives. In ref [18], 523... 

No product formation was observed upon irradiation at 532 nm where the fullerene is the only lightabsorbing component. Thus, fullerene triplets do not undergo addition to ground-state enones. Instead, the reaction proceeds by the same mechanism operating in the photoaddition of enones to ordinary alkenes," namely stepwise addition of enone triplet excited states to the fullerene via an intermediate triplet 1,4-biradical. 

Tokuyama, H., Isobe, H., and Nakamura, E., Photoaddition of silyl ketene acetal to [60]fullerene. Synthesis of a-fullerene-substituted carboxylic esters,/. Chem. Soc., Chem. Commun., 2753,1994. 

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