二噻唑鎓
二噻唑鎓（英語：Dithiazolium）是指由C2NS2環組成的雜環族。這些陽離子具有芳香性，因為它們有六個π電子。原則上，根據環中C、N 和S原子的相對位置，可能有幾種異構體。
1,2,5-二噻唑鎓陽離子由二硫硝鎓（NS2+）與炔烴的環加成產生。[1]具有兩個三氟甲基的衍生物（由六氟丁炔製備）可被還原為7個電子自由基。這種特殊的1,3,5-二噻唑也是可以以固體、液體和氣體形式獲得的自由基的罕見例子。氣體是藍色的。[2]
苯並-1,2-3-二噻唑鎓鹽可以通過赫茨反應製備，該反應需要苯胺與二氯化二硫反應。這種「赫茲鹽」的水解產生相應的硫醇鈉，它可以進一步轉化為2-氨基苯硫酚。[3]
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阿佩爾鹽（Appel's salt）是1,2,3-二噻唑鹽的一個例子。[4]
參考資料
- ^ 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.