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Updated: May 29, 2026

Synthesis of Cyclic Polymers and Characterization of Their Diffusive Motion in the Melt State at the Single Molecule Level
Published on: September 26, 2016
Photoisomerization of perfluoroaryltetrahedranes to perfluoroarylcyclobutadienes
Yusuke Inagaki1, Masaaki Nakamoto, Akira Sekiguchi
1Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan.
Abstract:
Two perfluoroaryl-substituted cyclobutadiene derivatives, 6 and 7, were prepared as air- and moisture-sensitive red solids by the photochemical isomerization of the corresponding tetrahedranes (4 and 5, respectively). Remarkably, the 9,10-dicyanoanthracene-sensitized photochemical reaction of 4 also proceeded, giving 6, and the mechanism of this reaction is also discussed. The first aryl-substituted cyclobutadienes were characterized by spectroscopic data as well as by X-ray crystallography for 6, showing a distorted rectangular structure with extremely long C-C single bonds.
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