Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 41, Pages 16436-16439Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja208354x
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Funding
- Ministry of Education, Science, Sports, and Culture of Japan [19105001, 23108701, 23550042, 23655027]
- JSPS
- Grants-in-Aid for Scientific Research [19105001, 23550042, 23655027, 10J01592] Funding Source: KAKEN
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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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