Volume 22, Issue 3-4 pp. 426-431

Research Article

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Introduction of azetidinimine skeleton on C₆₀^†

Nobuaki Ueda,

Nobuaki Ueda

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

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Hidefumi Nikawa,

Hidefumi Nikawa

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

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Yuta Takano,

Yuta Takano

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

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Midori O. Ishitsuka,

Midori O. Ishitsuka

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

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Takahiro Tsuchiya,

Takahiro Tsuchiya

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

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Takeshi Akasaka,

Corresponding Author

Takeshi Akasaka

[email protected]

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, JapanSearch for more papers by this author

Nobuaki Ueda,

Nobuaki Ueda

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

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Hidefumi Nikawa,

Hidefumi Nikawa

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

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Yuta Takano,

Yuta Takano

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

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Midori O. Ishitsuka,

Midori O. Ishitsuka

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

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Takahiro Tsuchiya,

Takahiro Tsuchiya

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

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Takeshi Akasaka,

Corresponding Author

Takeshi Akasaka

[email protected]

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, Japan

Center for Tsukuba Advanced Research Alliance, University of Tsukuba, Tsukuba, Ibaraki 305-8577, JapanSearch for more papers by this author

First published: 03 May 2011

https://doi.org/10.1002/hc.20703

Citations: 7

^†

Dedicated to Professor Kin-ya Akiba on the occasion of his 75th birthday.

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Abstract

The azacyclobutane structure is introduced into C₆₀ fullerene using a photochemical reaction with formamidines. Three azetidinofullerenes (2c–2e) were synthesized; their molecular structures were characterized using ¹H, ¹³C, and 2D NMR, matrix-assisted laser desorption ionization (MALDI) mass spectrometry, visible spectroscopy, and electrochemistry. Single crystal X-ray crystallographic analysis of 2e reveals a unique strained four-membered ring including nitrogen atom attached on the fullerene cage. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:426–431, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20703

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