Nitration of photochromic spirophenanthroxazine |
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| Authors: | N L Zaichenko A S Shashkov L S Kol'tsova A I Shienok V S Marevtsev |
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| Institution: | (1) N. N. Semenov Institute of Chemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 119991 Moscow, Russian Federation;(2) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation |
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| Abstract: | Nitration of photochromic spirophenanthrooxazine with three different reagents (cupric nitrate, NaNO2 in acetic acid, and HNO3-H2SO4) was studied. The major reaction products were specified and characterized by 1H and 13C NMR and mass spectra. The mechanisms of their formation were proposed. Only the nitration with a mixture of nitric and sulfuric
acids yielded a photochromic product containing the nitro group in the phenanthrene fragment.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1670–1677, July, 2005. |
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| Keywords: | nitration photochromism spiro compounds NMR spectroscopy mass spectrometry absorption spectra |
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