title: Photoisomerization of perfluoroaryltetrahedranes to perfluoroarylcyclobutadienes.
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.
authors.affiliation: Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Inagaki
authors.forename: Masaaki
authors.initials: M
authors.lastname: Nakamoto
authors.forename: Akira
authors.initials: A
authors.lastname: Sekiguchi
mesh_terms: D002070:Butadienes / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D010777:Photochemistry; D013237:Stereoisomerism; D014297:Trimethylsilyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D002070:Butadienes; D014297:Trimethylsilyl Compounds