Department of Chemistry and Pharmacy, LMU Munich, Butenandtstrasse 5-13, 81377, Munich, Germany.
ChemistryOpen. 2022 May;11(5):e202200049. doi: 10.1002/open.202200049.
Protonation of 1,3,5-tricyano- and 1,3,5-triaminobenzene was achieved in various superacidic media, resulting in the formation of the respective trinitrilium and triammonium species. Furthermore, the respective N-methyl nitrilium species was synthesized by methylation. Characterization was performed by NMR and vibrational spectroscopy, followed by single-crystal X-ray diffraction analyses of selected species. Fourfold protonation of the amine, which would have led to the triammonium arenium species, could not be achieved. Quantum chemical calculations are employed to enable full vibrational assignment as well to quantify charge localization.
1,3,5-三氰基苯和 1,3,5-三氨基苯在各种超强酸介质中实现质子化，生成相应的三腈鎓和三铵物种。此外，通过甲基化合成了相应的 N-甲基腈鎓物种。通过 NMR 和振动光谱进行了表征，随后对选定的物种进行了单晶 X 射线衍射分析。无法实现对胺的四重质子化，这将导致三铵芳鎓物种的形成。采用量子化学计算来实现完全的振动分配以及定量电荷定位。
