Preparation of Neutral [60]Fullerene-Based [2]Catenanes and [2]Rotaxanes Bearing an Electron-Deficient Aromatic Diimide Moiety

Authors

  • Yosuke Nakamura Dr.,

    1. Department of Nano-Material Systems, Graduate School of Engineering, Gunma University, Tenjin-cho, Kiryu, Gunma 376-8515, Japan, Fax: (+81) 277-30-1314
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  • Satoshi Minami,

    1. Department of Nano-Material Systems, Graduate School of Engineering, Gunma University, Tenjin-cho, Kiryu, Gunma 376-8515, Japan, Fax: (+81) 277-30-1314
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  • Kazuki Iizuka,

    1. Department of Nano-Material Systems, Graduate School of Engineering, Gunma University, Tenjin-cho, Kiryu, Gunma 376-8515, Japan, Fax: (+81) 277-30-1314
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  • Jun Nishimura Prof. Dr.

    1. Department of Nano-Material Systems, Graduate School of Engineering, Gunma University, Tenjin-cho, Kiryu, Gunma 376-8515, Japan, Fax: (+81) 277-30-1314
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  • This work was financially supported by a Grant-in-Aid from the Ministry of Education, Science, Sports and Culture, Japan. The authors are grateful to Prof. Dr. Takayuki Takarada and Dr. Kayoko Morishita (Gunma University) for their assistance with MALDI-TOF mass spectrometry measurements.

Abstract

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Crowning glory: An unprecedented [2]catenane that exhibits a donor–acceptor–donor–acceptor stacking motif was obtained through intramolecular Bingel reactions of [60]fullerene monoadducts that bear a naphthalenetetracarboxylic diimide moiety, in the presence of 1,5-dinaphtho[38]crown-10 ether at −78 °C (see scheme; DBU=1,8-diazabicyclo[5.4.0]undec-7-ene).

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