171408-84-7Relevant articles and documents
A highly fluorescent water soluble spirobifluorene dye with a large Stokes shift: Synthesis, characterization and bio-applications
Schlüter, Friederike,Riehemann, Kristina,Kehr, Nermin Seda,Quici, Silvio,Daniliuc, Constantin G.,Rizzo, Fabio
, p. 642 - 645 (2018)
The first water-soluble spirobifluorene derivative has been synthesized, which exhibits high fluorescence quantum yield and a large Stokes shift (>100 nm). Proteins induce changes in the emission color, allowing to reach the nanomolar detection limit. Cellular uptake and cytotoxicity studies in living cells revealed its biocompatibility, indicating potential application for live cell imaging.
Electron Transfer around a Molecular Corner
Schmidt, Hauke C.,Larsen, Christopher B.,Wenger, Oliver S.
, p. 6696 - 6700 (2018/03/26)
The distance dependence of electron transfer (ET) is commonly investigated in linear rigid rod-like compounds, but studies of molecular wires with integrated corners imposing 90° angles are very rare. By using spirobifluorene as a key bridging element and by substituting it at different positions, two isomeric series of donor-bridge-acceptor compounds with either nearly linear or angled geometries were obtained. Photoinduced ET in both series is dominated by rapid through-bond hole hopping across oligofluorene bridges over distances of up to 70 ?. Despite considerable conformational flexibility, direct through-space and through-solvent ET is negligible even in the angled series. The independence of the ET rate constant on the total number of fluorene units in the angled series is attributed to a rate-limiting tunneling step through the spirobifluorene corner. This finding is relevant for multidimensional ET systems and grids in which individual molecular wires are interlinked at 90° angles.
9, 9' - Spirobifluorene preparation of
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Paragraph 0050, (2018/04/20)
PROBLEM TO BE SOLVED: To provide a method for industrially advantageously manufacturing 9,9'-spirobifluorenes.SOLUTION: By performing a reaction in the presence of a non-aqueous solvent when an intermediate (9-(2-biphenyl)-9-fluorene alcohols) is ring-closed, 9,9'-spirobifluorenes are obtained even when a large amount of acid is not used as a solvent. In the manufacture of the intermediate, the 9,9'-spirobifluorenes can be more easily manufactured by extracting the intermediate 9-(2-biphenyl)-9-fluorene alcohols obtained by a Grignard reaction between 2-halo biphenyl and 9-fluorenones from a reaction mixture by a water-insoluble solvent instead of a method of isolating the intermediate by a crystallization filtration being a conventional method.