2024-03-28T10:47:34Z
https://nagoya.repo.nii.ac.jp/oai
oai:nagoya.repo.nii.ac.jp:00024730
2023-01-16T04:15:12Z
336:695:696
Synthesis, properties, and crystal structures of π-extended double [6]helicenes: contorted multi-dimensional stacking lattice
Fujikawa, Takao
Mitoma, Nobuhiko
Wakamiya, Atsushi
Saeki, Akinori
Segawa, Yasutomo
Itami, Kenichiro
open access
The synthesis and properties of a new π-extended double [6]helicene 2 and a dithia[6]helicene 3 are described. Compared to the previously reported parent double-helicene molecule 1, the introduction of n-butyl groups successfully improved the solubility, which allowed an experimental investigation into the electronic structure of 2 and 3 by photophysical measurements and cyclic voltammetry. The characteristic two-blade propeller structures of 2 and 3 were unambiguously determined by single-crystal X-ray diffraction analysis. The crystal packing structure of 2 exhibited a contorted two-dimensional stacking, whereby molecules of n-pentane were incorporated in the stacks. Despite the presence of n-butyl groups, 3 formed a unique three-dimensional stacking lattice in the crystal. Time-resolved microwave conductivity measurements revealed that the double helicenes (1–3) exhibited transient conductivities. An organic field-effect transistor fabricated using 3 was found to function as a p-type transistor.
Royal Society of Chemistry
2017-06-07
eng
journal article
AM
http://hdl.handle.net/2237/26952
https://nagoya.repo.nii.ac.jp/records/24730
https://doi.org/10.1039/C7OB00987A
1477-0520
Organic & Biomolecular Chemistry
15
21
4697
4703
https://nagoya.repo.nii.ac.jp/record/24730/files/Fujikawa_OBC.pdf
application/pdf
4.2 MB
2018-06-07