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Synthesis of C70 -Based Fluorophores through Sequential Functionalization to Form Isomerically Pure Multiadducts
Ning Lou1, Yanbang Li1, Liangbing Gan1,2
1Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, China.
Abstract:
Selective addition to the C70 cage divides its π-conjugated system into various smaller π-conjugated systems with enhanced fluorescent properties. Key reactions include chlorination, methoxylation, ozonation, and Bingel or Bingel-Hirsch reactions. The maximum emission wavelength of the C70 multiadducts ranges from 450 to 655 nm. Among the C70 multiadducts, C70 (OMe)8 (C(COOEt)2 )3 showed the highest quantum yield (ΦF =0.18) and the largest Δ[λmax (emission)- λmax (absorption)] (402 nm), with maximum emission at 655 nm.
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