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Paper | Regular issue | Vol 71, No. 10, 2007, pp.2119-2130
Published online: 26th June, 2007
DOI: 10.3987/COM-07-11024
Synthesis, Structure, and Fluorescent Properties of [2.1.2.1]Metacyclophane Containing 2-(9-Anthralyl)imidazoles

Yousuke Nishiyama, Tsuyoshi Sawada,* Akiko Furuta, Aiko Sato, Kazuhumi Chifuku, Yutaka Kuwahara, and Hideto Shosenji

*Graduate School of Science and Technology, Kumamoto University, 2-39-1 Kurokami, Kumamoto-shi, Kumamoto 860-8555, Japan

Abstract

The Albright-Goldman oxidation of [2.1.2.1]metacyclophane ([2.1.2.1]MCP, 2) containing hydroxy groups at the bridge yielded [2.1.2.1]MCP tetraone 3. The subsequent condensation reaction of 9-anthraldehyde afforded 2-(9-anthryl)imidazole-annulated [2.1.2.1]MCP 3. The UV and fluorescence spectra and their influence of sodium and lithium ion of the [2.1.2.1]MCP 2-(9-anthryl)imidazole adduct 4 were reported.

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