Solvent-Free Synthesis of the Smallest Rotaxane Prepared to Date

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 (8...

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Published inAngewandte Chemie (International ed.) Vol. 47; no. 39; pp. 7475 - 7478
Main Authors Hsu, Chi-Chieh, Chen, Nai-Chia, Lai, Chien-Chen, Liu, Yi-Hung, Peng, Shie-Ming, Chiu, Sheng-Hsien
Format Journal Article
LanguageEnglish
Published Weinheim Wiley-VCH Verlag 15.09.2008
WILEY-VCH Verlag
WILEY‐VCH Verlag
Wiley
Subjects
Chemistry
Chemistry, Multidisciplinary
Diels-Alder reaction
host-guest systems
Hydrogen Bonding
Magnetic Resonance Spectroscopy
Models, Molecular
Molecular Structure
Physical Sciences
pyridazine
rotaxanes
Rotaxanes - chemical synthesis
Rotaxanes - chemistry
Science & Technology
solvent-free synthesis
Solvents - chemistry
pyridazine
host-guest systems
THERMODYNAMICS
rotaxanes
COMPLEXES
Diels-Alder reaction
solvent-free synthesis
PSEUDOROTAXANES
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Summary: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.
Bibliography:http://dx.doi.org/10.1002/anie.200803056
ArticleID:ANIE200803056
We thank Dr. Peter T. Glink for helpful discussions and the National Science Council (Taiwan) for financial support (NSC-95-2113M-002-016-MY3).
istex:B6968405FF6FFAF74B9CF04B804353D7AC9167A5
ark:/67375/WNG-KWR0MTFQ-6
National Science Council (Taiwan) - No. NSC-95-2113M-002-016-MY3
We thank Dr. Peter T. Glink for helpful discussions and the National Science Council (Taiwan) for financial support (NSC‐95‐2113M‐002‐016‐MY3).
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200803056