Cyclic trimers and tetramers with piperazine and 2-butyne as building blocks
The reaction of piperazine with 2-butyne-1,4-ditosylate in a 1:1 ratio yields the cyclic trimer 7 and the cyclic tetramer 8. 1H NMR investigations on 7 and 8 reveal a dynamic process with ΔG‡ = 13 kcal/mol. This process is attributed to an inversion of the piperazine rings. Single crystals of 7·CH3O...
Gespeichert in:
| Hauptverfasser: | , , , |
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| Dokumenttyp: | Article (Journal) Festschrift |
| Sprache: | Englisch |
| Veröffentlicht: |
22 January 2001
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| In: |
European journal of organic chemistry
Year: 2001, Heft: 4, Pages: 725-728 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/1099-0690(200102)2001:4<725::AID-EJOC725>3.0.CO;2-I |
| Schlagworte: | |
| Online-Zugang: | Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1002/1099-0690(200102)2001:4<725::AID-EJOC725>3.0.CO;2-I Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/1099-0690%28200102%292001%3A4%3C725%3A%3AAID-EJOC725%3E3.0.CO%3B2-I |
| Verfasserangaben: | Rolf Gleiter, Kirstin Hövermann, Frank Rominger, and Thomas Oeser |
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| 520 | |a The reaction of piperazine with 2-butyne-1,4-ditosylate in a 1:1 ratio yields the cyclic trimer 7 and the cyclic tetramer 8. 1H NMR investigations on 7 and 8 reveal a dynamic process with ΔG‡ = 13 kcal/mol. This process is attributed to an inversion of the piperazine rings. Single crystals of 7·CH3OH, 7·2 CF3COOH·H2O and 8 have been isolated and investigated by X-ray diffraction. In the first two cases methanol, or water and CF3CO2−, were included in the interior of the ring. | ||
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