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Journal Article

Konformation sterisch gehinderter Anilin-Kationradikale und Benzyl-Kationen

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Woynar, H., Schäfer, H., Berndt, A., Thiel, W., & Schweig, A. (1979). Konformation sterisch gehinderter Anilin-Kationradikale und Benzyl-Kationen. Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 34(9), 1339-1340. doi:10.1515/znb-1979-0937.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0029-0212-3
A series of aniline cation radicals have been generated in a flow apparaturs and their ESR spectra have been recorded and interpreted. The data show that the NR1R2 substituents in the isoelectronic but sterically less hindered benzyl radicals, in accordance with MNDO calculations. The conformations of these systems are strongly influenced by electronic π-resonance effects which limit the usefuless of steric models for structural predictions. The results suggest that the CR1R2 substituent in the benzyl cations is less twisted than in the corresponding radicals. An ESR measurement of these radicals should therefore provide an upper limit to the twist angle in the cations, which is difficult to determine otherwise by experiment.