Communication

Solvent-Free Synthesis of the Smallest Rotaxane Prepared to Date†

  1. Chi-Chieh Hsu1,
  2. Nai-Chia Chen1,
  3. Chien-Chen Lai Prof.2,
  4. Yi-Hung Liu1,
  5. Shie-Ming Peng Prof.1,
  6. Sheng-Hsien Chiu Prof.1

Article first published online: 29 AUG 2008

DOI: 10.1002/anie.200803056

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 47, Issue 39, pages 7475–7478, September 15, 2008

Additional Information

How to Cite

Hsu, C.-C., Chen, N.-C., Lai, C.-C., Liu, Y.-H., Peng, S.-M. and Chiu, S.-H. (2008), Solvent-Free Synthesis of the Smallest Rotaxane Prepared to Date. Angew. Chem. Int. Ed., 47: 7475–7478. doi: 10.1002/anie.200803056

Author Information

  1. 1

    Department of Chemistry, National Taiwan University, No. 1, Sec. 4, Roosevelt Road, Taipei (Taiwan, ROC), Fax: (+886) 2-3366-1677 http://www.ch.ntu.edu.tw/english/efaculty/people/chiu-eng.html

  2. 2

    Institute of Molecular Biology, National Chung Hsing University and Department of Medical Genetics, China Medical University Hospital, Taichung (Taiwan, ROC)

  1. †

    We thank Dr. Peter T. Glink for helpful discussions and the National Science Council (Taiwan) for financial support (NSC-95-2113M-002-016-MY3).

Publication History

  1. Issue published online: 9 SEP 2008
  2. Article first published online: 29 AUG 2008
  3. Manuscript Received: 25 JUN 2008

Funded by

  • National Science Council (Taiwan). Grant Number: NSC-95-2113M-002-016-MY3

SEARCH

SEARCH BY CITATION

ARTICLE TOOLS

View Full Article with Supporting Information (HTML) Get PDF (471K)

Keywords:

  • Diels–Alder reaction;
  • host–guest systems;
  • pyridazine;
  • rotaxanes;
  • solvent-free synthesis
Thumbnail image of graphical abstract

Small is beautiful: The [2]pseudorotaxane formed from dipropargylammonium tetrafluoroborate and the crown ether [21]crown-7 on SiO2 was stoppered with 1,2,4,5-tetrazine in a ball-milling process (see X-ray structure). This new and efficient solvent-free reaction led to the isolation in high yield (81 %) of the smallest [2]rotaxane reported to date.

View Full Article with Supporting Information (HTML) Get PDF (471K)