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Issue 4, 2018
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A helically-twisted ladder based on 9,9′-bifluorenylidene: synthesis, characterization, and carrier-transport properties

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Abstract

We synthesized a ladder-shaped 9,9′-bifluorenylidene cyclic dimer (CBF), in which the two 9,9′-bifluorenylidene units are connected directly with two covalent bonds. CBF has a pair of enantiomers which are alternately packed in a perpendicular fashion in the crystal, and these enantiomers exhibit rapid interconversion in solution. Owing to the ladder-type connection, the two 9,9′-bifluorenylidene units in CBF electronically interact upon redox, and thus the structure of CBF is changed stepwise during the oxidation and reduction processes, which was confirmed by electrochemistry and quantum chemical calculations. The π-network of CBF in the solid state leads to its hole transport properties.

Graphical abstract: A helically-twisted ladder based on 9,9′-bifluorenylidene: synthesis, characterization, and carrier-transport properties

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Publication details

The article was received on 14 Dec 2017, accepted on 24 Jan 2018 and first published on 26 Jan 2018


Article type: Research Article
DOI: 10.1039/C7QM00583K
Citation: Mater. Chem. Front., 2018,2, 780-784
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    A helically-twisted ladder based on 9,9′-bifluorenylidene: synthesis, characterization, and carrier-transport properties

    J. Xu, A. Takai, A. Bannaron, T. Nakagawa, Y. Matsuo, M. Sugimoto, Y. Matsushita and M. Takeuchi, Mater. Chem. Front., 2018, 2, 780
    DOI: 10.1039/C7QM00583K

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