- Convenient synthesis of 7H-Naphtho-[1,8-gh]quinolin-7-one
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7H-Naphtho[1,8-gh]quinolin-7-one was prepared by the glycerol condensation of 3-aminophenalenone in good yields. This method provides a new and convenient synthesis of the compound. NMR spectra of its related compounds were measured, and the rapid interchange between two equivalent a-enone structures was found, which is well known as the phenomenon for the formation of carboxylic acid dimer or hydrogen difluoride ion. Taylor & Francis Group, LLC.
- Sawada, Tadanobu,Ishii, Hiroyuki,Aoyama, Yoshitomo,Ueda, Toyotoshi,Aoki, Junji,Takekawa, Minoru
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- Spiroconjugated Donor-σ-Acceptor Charge-Transfer Dyes: Effect of the ?-Subsystems on the Optoelectronic Properties
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Charge-transfer-based materials with intramolecular donor-acceptor structures are attractive for technological applications. Herein, a series of donor-σ-acceptor dyes has been prepared in a modular approach. The design of these intramolecular charge-transfer dyes is based on the concept of spiroconjugation, which leads to unique materials with special optical properties. The optical transitions are based on intramolecular charge transfer, as shown by solvatochromic measurements and density functional theory (DFT) calculations. Crystallographic, computational, electrochemical, and optical studies were performed to clarify the effect of different perpendicular ?-moieties on the optoelectronic properties. Our molecular tuning allowed for the synthesis of molecules exhibiting strong visible-range absorption. The compounds are not fluorescent due to structural changes in the excited state, as revealed by DFT calculations. Finally, our study describes enantiomerically pure spiroconjugated absorber molecules using 1,1′-binaphthyl-2,2′-diol (BINOL) units on the donor part.
- Esser, Birgit,W?ssner, Jan S.
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p. 5048 - 5057
(2020/05/01)
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- Synthesis of Positional Isomeric Phenylphenalenones
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A series of isomeric phenylphenalenones in which the phenyl ring is located at all possible peripheral positions of the phenalenone nuclei was synthesized. The structural characteristics of the series, in which topological variation is permitted with minimal electronic disturbance, could, in principle, allow for easy pharmacophore recognition when the compounds are aligned in steroidomimetic conformations.
- Ospina, Felipe,Ramirez, Adrian,Cano, Marisol,Hidalgo, William,Schneider, Bernd,Otálvaro, Felipe
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p. 3873 - 3879
(2017/04/11)
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- Soluble and columnar liquid crystalline peropyrenequinones by coupling of phenalenones in caesium hydroxide
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"figure presented" Shades of violet: The nitrogen-free homologues of perylene tetracarboxylic diimide dyes have been prepared. CsOH succeeds where KOH fails to couple sterically demanding hydroxyphenalenones into the esterifiable precursors of π-stacking long-wavelength absorbing disks (see figure).
- Buffet, Noemie,Grelet, Eric,Bock, Harald
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p. 5549 - 5553
(2010/08/05)
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