Mesomeric betaine - N-heterocyclic carbene interconversions of 1,2,4-triazolium-phenolates. Sulfur, selenium, and borane adduct formation

被引:33
|
作者
Liu, Ming [1 ]
Nieger, Martin [2 ]
Schmidt, Andreas [1 ]
机构
[1] Tech Univ Clausthal, Inst Organ Chem, D-38678 Clausthal Zellerfeld, Germany
[2] Univ Helsinki, Dept Chem, Inorgan Chem Lab, FIN-00014 Helsinki, Finland
关键词
NUCLEOPHILIC CARBENES; COMPLEXES; YLIDES; CHEMISTRY; DECARBOXYLATION; IMIDAZOLIUM; PRECURSORS; GENERATION; CONVERSION; INDAZOLE;
D O I
10.1039/c4cc08032g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The conjugated mesomeric betaines 2-(1-phenyl-4H-1,2,4-triazolium-4-yl)phenolates are masked N-heterocyclic carbenes of 1,2,4-triazole which can be trapped as thiones and selenones. Reaction with triethylborane and triphenylborane resulted in the formation of first representatives of a new zwitterionic heterocyclic ring system, benzo[e]1,2,4-triazolo[3,4-c][1,4,2]oxazaborinium-4-ide, as a formal trapping product of an anionic N-heterocyclic carbene.
引用
收藏
页码:477 / 479
页数:3
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