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Original Articles

Synthesis and Physical Properties of Ferrocene Derivatives (XXIII) Phase Transition and Unique Molecular Structure of Monosubstituted Ferrocene Derivatives

, , , &
Pages 122-131 | Published online: 22 Feb 2010
 

Abstract

The monosubstituted ferrocene derivatives, ω-[4-(4-methoxyphenoxycarbonyl) phenoxy]alkoxycarbonyl ferrocene, were synthesized in order to compare the liquid crystallinity to that of disubstituted ferrocene derivatives, 1,1′-bis[ω-[4-(4-methoxy-phenoxycarbonyl)phenoxy]alkoxycarbonyl]ferrocene. Some of the monosubstituted ferrocene derivatives containing relatively longer flexible spacer showed the liquid crystalline phase, nematic and/or smectic phases. The crystal structure of 2-[4-(4-methoxyphenoxycarbonyl)phenoxy]ethoxycarbonyl ferrocene was determined by X-ray diffraction method using a single crystal. The molecular structure revealed a bent structure that is almost a half of “Z” shaped molecular structure of 1,1′-bis[2-[4-(4-methoxyphenoxycarbonyl)phenoxy]ethoxycarbonyl]ferrocene.

A High-Tech Research Center Project for Private Universities matching fund subsidy from Ministry of Education, Culture, Sports, Science and Technology, 2006–2010 is gratefully acknowledged for partial financial support of the present work. We are grateful to Assoc. Prof. T. Hanasaki, Ritsumeikan University for his useful discussion on the molecular design, and Mr. T. Takamatsu, Ritsumeikan University for his support of structure analysis.

Notes

CCDC 707627 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, or by emailing data_requestccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033.

∗Present address: TOYOBO Co., Ltd. 2-8, Dojima Hama 2-chome, Kita-ku, Osaka 530-8230, Japan.

∗∗Present address: Molex Japan Co., Ltd. 1-5-4, Fukami-higashi, Yamato, Kanagawa 242–8585, Japan.

∗∗∗Present address: Unitika LTD, 31-3, Uji-hinojiri, Uji-city, Kyoto 611-0021, Japan.

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