二噻唑𬭩
二噻唑𬭩(英语:Dithiazolium)是指由C2NS2环组成的杂环族。这些阳离子具有芳香性,因为它们有六个π电子。原则上,根据环中C、N 和S原子的相对位置,可能有几种异构体。
1,2,5-二噻唑𬭩阳离子由二硫硝𬭩(NS2+)与炔烃的环加成产生。[1]具有两个三氟甲基的衍生物(由六氟丁炔制备)可被还原为7个电子自由基。这种特殊的1,3,5-二噻唑也是可以以固体、液体和气体形式获得的自由基的罕见例子。气体是蓝色的。[2]
苯并-1,2-3-二噻唑𬭩盐可以通过赫茨反应制备,该反应需要苯胺与二氯化二硫反应。这种“赫兹盐”的水解产生相应的硫醇钠,它可以进一步转化为2-氨基苯硫酚。[3]
![Herz-reaction](http://images.weserv.nl/?url=//upload.wikimedia.org/wikipedia/commons/thumb/a/ab/Herzrxn_%28cropped%29.png/700px-Herzrxn_%28cropped%29.png)
参考资料
- ^ MacLean, Gregory K.; Passmore, Jack; Rao, M. N. Sudheedra; Schriver, Melbourne J.; White, Peter S.; Bethell, Donald; Pilkington, Roger S.; Sutcliffe, Leslie H. Preparation of 1,3,2-Dithiazolium Hexafluoroarsenate(V), Preparation and Crystal Structures of 5-Methyl-1,3,2,4-dithiadiazolium and 4-Methyl-1,3,2-dithiazolium Hexafluoroarsenate(V) and the Reduction of These Salts to Stable Free Radicals. Journal of the Chemical Society, Dalton Transactions. 1985, (7): 1405. doi:10.1039/dt9850001405.
- ^ Brownridge, Scott; Du, Hongbin; Fairhurst, Shirley A.; Haddon, Robert C.; Oberhammer, Heinz; Parsons, Simon; Passmore, Jack; Schriver, Melbourne J.; Sutcliffe, Leslie H.; Westwood, Nicholas P. C. The Isolation, Characterisation, Gas Phase Electron Diffraction and Crystal Structure of the Thermally Stable Radical CF3CSNSCCF3. Journal of the Chemical Society, Dalton Transactions. 2000, (19): 3365–3382. doi:10.1039/B001489N.
- ^ W. K. Warburton. Arylthiazathiolium Salts And o-Aminoaryl Thiols - The Herz Reaction. Chemical Reviews. 1957, 57 (5): 1011–1020. doi:10.1021/cr50017a004.
- ^ Rees, Charles W. Polysulfur-nitrogen heterocyclic chemistry. Journal of Heterocyclic Chemistry. May 1992, 29 (3): 639–651. doi:10.1002/jhet.5570290306.