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Synthesis of C 70 ‐Based Fluorophores through Sequential Functionalization to Form Isomerically Pure Multiadducts
Author(s) -
Lou Ning,
Li Yanbang,
Gan Liangbing
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201612054
Selective addition to the C 70 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 C 70 multiadducts ranges from 450 to 655 nm. Among the C 70 multiadducts, C 70 (OMe) 8 (C(COOEt) 2 ) 3 showed the highest quantum yield ( Φ F =0.18) and the largest Δ[ λ max (emission)− λ max (absorption)] (402 nm), with maximum emission at 655 nm.