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- W1983173634 abstract "A family of N-ferrocenyl-1,8- and N-ferrocenyl-2,3-naphthalimide and N,N-diferrocenyl-1,4,5,8-naphthaldiimide complexes has been prepared by reaction of naphthalic anhydrides or naphthalimide anions with a ferrocenylamine. The N-ferrocenyl substituents are 1,8 (Fc, FcCH2, FcCHMe, Fc(CH2)11), 1,4,5,8 (Fc, FcCH2, FcCHMe, Fc(CH2)11), 3-NO2-1,8- (FcCH2, FcCHMe), 4-NO2-1,8 (Fc, FcCH2, FcCHMe, Fc(CH2)11, 1,1‘-BrFcCH2), 4-Br-1,8 (FcCH2, Fc(CH2)11), and 2,3 (Fc, FcCH2, FcCHMe, Fc(CH2)11). A novel stacking aggregation occurs with the 1,4,5,8-Fc and -FcCH2 derivatives, and intramolecular donor−acceptor charge transfer is evident in the aggregate. Steric hindrance precludes this aggregation in other 1,4,5,8 analogues. An X-ray structure of the 3-NO2-1,8 derivative shows an L-shaped molecule which packs in a columnar array. Micelle formation occurs with long-chain derivatives. The electronic spectra and electrochemistry show that the N-ferrocenyl substituents do not perturb the energy levels of the fluorophore, although emission is quenched. Coupling of the 4-Br compounds with ethynylferrocene provides direct communication of the redox switch to the fluorophore." @default.
- W1983173634 created "2016-06-24" @default.
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- W1983173634 date "2000-08-09" @default.
- W1983173634 modified "2023-09-25" @default.
- W1983173634 title "<i>N</i>-Ferrocenyl Naphthalimides: Synthesis, Structure, and Redox Chemistry" @default.
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- W1983173634 doi "https://doi.org/10.1021/om000352e" @default.
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