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[70]Fullerene-fused lactones: synthesis, conversion and photovoltaic application
Wen-Jie Qiu1, Zhiwei Xu1, Guan-Wu Wang1,2,3
1Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China. gwang@ustc.edu.cn.
Abstract:
Syntheses of [70]fullerene-fused lactones via palladium-catalysed annulation and 1,4-dipolar cycloaddition with complementary regioselectivities were achieved. Efficient retro Baeyer-Villiger reaction via electroreduction and trifluoromethanesulfonic anhydride treatment afforded [70]fullerene-fused ketones. Control experiments and theoretical calculations elucidated plausible reaction pathways. Representative products improved the organic photovoltaic efficiency to 18.27%.
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