A New Synthesis of 2-Azaallenium Salts
β Scribed by Al-Talib, Mahmoud ;Jochims, Johannes C.
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1984
- Tongue
- English
- Weight
- 498 KB
- Volume
- 117
- Category
- Article
- ISSN
- 0009-2940
No coin nor oath required. For personal study only.
β¦ Synopsis
The a-chloro isocyanates 1 and the a-chloro isothiocyanate 2a react with antimony pentachloride and ketones or aldehydes at low temperatures to give the 2-azaallenium hexachloroantimonates 5aq in high yields. The reaction proceeds via the 1-oxa-(or l-thia)-3-azabutatrienium hexachloroantimonates 3, 4. The reaction is hindered by bulky substituents of both organic compo-
π SIMILAR VOLUMES
## Abstract The complete manuscript of this communication appears in: __Angew. Chem. Suppl. 1983__, 264. DOI:10.1002/anie.198302640
4b) (2 g, 63 %); this has m.p. and mixed m.p. 275-277 "C (cf. [TI).
The rate constants for the reactions of the 2-azaallenium ion 1b + , the 2-azaallylium ion 2a + and the iminium ion 3 + with different nucleophiles were determined by 1 H NMR spectroscopy. By correlation with the Linear Free Enthalpy Relationship (LFER) lg k 20Β°C = s (E + N), developed by Mayr and P