Azidiniumsalze. 22. Mitteilung. über 3-äthyl-2-tetrazo-6-X-benzo[d]thiazoline und ihre Reaktivität: Ein Beitrag zur Chemie nucleophiler Carbene
✍ Scribed by Heinz Balli; Heinrich Grüner; Rudolf Maul; Horst Schepp
- Publisher
- John Wiley and Sons
- Year
- 1981
- Tongue
- German
- Weight
- 509 KB
- Volume
- 64
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
3‐Ethyl‐2‐tetrazo‐6‐X‐benzo[d]thiazolines and Their Reactivity: A Contribution to the Chemistry of Nucleophilic Carbenes
The synthesis of 3‐ethyl‐2‐tetrazo‐6‐X‐benzo[d]thiazolines 3 ‐ a new class of azohomologous diazo compounds ‐ by addition of azide ions to azidinium salts 4 is described, their structure and some of their reactions are disscussed. The thermolysis of 3 at ca. 270 K in DMFA or THF generates nucleophilic carbenes 1, whose trapping by electrophilic compounds such as 3, 4, diazonium salts, diazo compounds, methanol, sulfur and tetracyanoethylene could be studied. Direct dimerisation of 1 to 2 (without acid/base catalysis) could not be found, as demonstrated by the behavior of 1e.