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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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Article information


Submitted
14 Dec 2017
Accepted
24 Jan 2018
First published
26 Jan 2018

Mater. Chem. Front., 2018,2, 780-784
Article type
Research Article

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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