Summary
Protonation of the sterically overcrowded N,N,N′,N′-tetraisopropyl-p-phenylenediamine leads to a significant shortening of the C-N bond lengths of 7 pm as well as to a widening of the phenyl ipso-angle to 122°. All structural changes can be attributed to the twisted diisopropylammonium substituents and their electron acceptor properties.
Literatur
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Näther, C., Göbel, I., Bock, H. et al. Kristallstruktur von N,N,N′,N′-Tetraisopropyl-p-phenylen-diammonium-dichlorid und-bis(tetrachloroaluminat). Monatsh Chem 128, 841–848 (1997). https://doi.org/10.1007/BF00807094
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DOI: https://doi.org/10.1007/BF00807094