Ring opening reactions of tetrathiacyclopropenonophanes and the subsequent formation of a molecular box stabilised by hydrogen bonds
Sulfur atoms next to a cyclopropenone moiety change their reactivity completely. Tetrathiacyclopropenonophanes 6 and 10 were treated with protic solvents such as methanol and water yielding ring opened diesters 9a and 9b, and the diacid 11, respectively. This observation is in contrast to alkyl and...
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| Main Authors: | , , |
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| Format: | Article (Journal) Festschrift |
| Language: | English |
| Published: |
04 Mar 05
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| In: |
Arkivoc
Year: 2005, Issue: 4, Pages: 102-109 |
| ISSN: | 1551-7012 |
| DOI: | 10.3998/ark.5550190.0006.408 |
| Subjects: | |
| Online Access: | Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.3998/ark.5550190.0006.408 Verlag, lizenzpflichtig, Volltext: https://www.arkat-usa.org/arkivoc-journal/browse-arkivoc/ark.5550190.0006.408 
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| Author Notes: | Daniel B. Werz, Frank Rominger, and Rolf Gleiter |
| Summary: | Sulfur atoms next to a cyclopropenone moiety change their reactivity completely. Tetrathiacyclopropenonophanes 6 and 10 were treated with protic solvents such as methanol and water yielding ring opened diesters 9a and 9b, and the diacid 11, respectively. This observation is in contrast to alkyl and aryl substituted cyclopropenones which are stable in the presence of protic solvents. The molecular structures of the diester and the diacid could be elucidated by means of X-ray diffraction analyses. In the latter case a molecular box was formed in such a way that the two acid moieties dimerise via hydrogen bonding. The resulting hollow core is able to host one molecule of chloroform. |
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| Item Description: | Dedicated to Prof. Nikolay Zefirov on the occasion of his 70th birthday Gesehen am 21.10.2020 |
| Physical Description: | Online Resource |
| ISSN: | 1551-7012 |
| DOI: | 10.3998/ark.5550190.0006.408 |