Conclusions
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1.
The following compounds have been synthesized: 6-tert-butyl, 6-tert-octyl-, 6-fluoro-, 5-nitro-, and 6- and 8-oxy derivatives of hydrogenated 2,2,4-trimethylquinoline, as well as a stable 4,4′-di-tert-butyl nitroxide.
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2.
Alkylization of 2,2,4-trimethyl-1,2-dihydro-1,2,3,4-tetrahydroquinoline and diphenylamine by isobutylene in the presence of ZnCl2 at 170°C largely proceeds through the para position.
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3.
The structures of these new amines have been checked through ESR and NMR spectra. Hfs constants for o-, p-, and m-protons, for the o- and p-CH3 group protons (hyperconjugation mechanism), and for the fluorine atom, of these new nitroxide radicals have been evaluated.
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Additional information
Institute of Chemical Physics, Academy of Sciences of the USSR, Moscow. Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2217–2222, October, 1976.
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Ivanov, Y.A., Kokorin, A.I., Shapiro, A.B. et al. ESR spectra of new nitroxide radicals. Russ Chem Bull 25, 2069–2073 (1976). https://doi.org/10.1007/BF02659518
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DOI: https://doi.org/10.1007/BF02659518