Hafner, Klaus ; Lindner, Hans Jörg ; Ude, Werner (2023)
Surprising Transformation of Azulene by Cycloaddition with 1-(Diethylamino)propyne.
In: Angewandte Chemie International Edition, 1979, 18 (2)
doi: 10.26083/tuprints-00022349
Article, Secondary publication, Publisher's Version
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Angew Chem Int Ed Engl - February 1979 - Hafner - Surprising Transformation of Azulene by Cycloaddition with 1‐.pdf Copyright Information: In Copyright. Download (801kB) |
| Item Type: | Article |
|---|---|
| Type of entry: | Secondary publication |
| Title: | Surprising Transformation of Azulene by Cycloaddition with 1-(Diethylamino)propyne |
| Language: | English |
| Date: | 2023 |
| Place of Publication: | Darmstadt |
| Year of primary publication: | 1979 |
| Publisher: | Wiley |
| Journal or Publication Title: | Angewandte Chemie International Edition |
| Volume of the journal: | 18 |
| Issue Number: | 2 |
| DOI: | 10.26083/tuprints-00022349 |
| Corresponding Links: | |
| Origin: | Secondary publication service |
| Abstract: | The cyclopentacyclononene derivative (3). the first compound to contain this ring system and also the first stable cyclononatetraene not to have an annelated benzene ring, has been synthesized from the “ethanoazulene” (1). This synthesis is possible because azulene reacts readily with the ynamine (2), to give the tricyclic species (4). Although 4,6,8-methylazulene initially gives the desired ring system (5), immediate transannular bonding occurs. The bracket in (1) prevents this reaction. |
| Status: | Publisher's Version |
| URN: | urn:nbn:de:tuda-tuprints-223496 |
| Classification DDC: | 500 Science and mathematics > 540 Chemistry |
| Divisions: | 07 Department of Chemistry > Clemens-Schöpf-Institut > Organ Chemistry |
| Date Deposited: | 31 Jan 2023 10:35 |
| Last Modified: | 21 Apr 2023 11:11 |
| URI: | https://tuprints.ulb.tu-darmstadt.de/id/eprint/22349 |
| PPN: | 507135245 |
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