Angewandte Chemie International Edition
The same, but different: The reaction of tri-tert-butylaniline (TBA) with AgSbF6 in CH2Cl2 produces a green-colored intermediate which undergoes decomposition to form a protonated aniline (TBAH+SbF6−). Crystals of the protonated aniline salt (see picture) were analyzed by X-ray diffraction and found to have the same crystal characteristics as the crystals of the supposed cation radical first identified in 2012.
Talipov, Marat R.; Hewage, Jeewantha S.; Lindeman, Sergey V.; Gardinier, James R.; and Rathore, Rajendra, "Comment on “Synthesis, Characterization, and Structures of Persistent Aniline Radical Cation”: It Is a Protonated Aniline and Not an Aniline Radical Cation" (2013). Chemistry Faculty Research and Publications. 563.
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