We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Direct Crystallization of Diamine Radical Cations: Carbon‐Nitrogen Bond Formation from the Reaction of Triphenylamine with TiCl<sub>4</sub>, TiBr<sub>4</sub>, or SnCl<sub>4</sub> versus Carbon‐Carbon Bond Formation with SbCl<sub>5</sub>**.
- Authors
Roy, Mrittika; Walton, Jeffrey H.; Fettinger, James C.; Balch, Alan L.
- Abstract
Direct synthesis of diamine radical cations in crystalline form proceeding through oxidation of triphenylamine followed by the formation of a new C−N bond is reported. Although the oxidative coupling of triphenylamine is well studied, diamine products are rarely captured in their radical cation state. The neutral diamine most frequently obtained from this reaction pathway is N,N,N',N'‐tetraphenylbenzidine. Herein, the capture of radical cations of diamines in crystalline form in one step starting with neutral triphenylamine was demonstrated, and the formation of two products (the radical cations of N,N,N′,N′‐tetraphenyl‐1,4‐benzenediamine or N,N,N′,N′‐tetraphenylbenzidine) depending on the oxidizing agent used was observed. The radical species are characterized by single‐crystal X‐Ray diffraction, electron paramagnetic resonance spectroscopy, and optical spectroscopy.
- Subjects
RADICAL cations; CARBON-carbon bonds; TRIPHENYLAMINE; OXIDATIVE coupling; ELECTRON paramagnetic resonance spectroscopy; OPTICAL spectroscopy; OXIDIZING agents
- Publication
Chemistry - A European Journal, 2022, Vol 28, Issue 17, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202104631