Issue 4, 2018

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
14 Dis 2017
Accepted
24 Jan 2018
First published
26 Jan 2018

Mater. Chem. Front., 2018,2, 780-784

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements