Bromination of photochromic spironaphthoxazines |
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Authors: | Zaichenko N L Kikot" G S Pleshkova A P Shiyonok A I Kol"tsova L S Marevtsev V S |
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Institution: | (1) N. N. Semenov Institute of Chemical Physics of Russian Academy of Science, 4 ul. Kosygina, 117977 Moscow, Russian Federation;(2) A. N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Science, 28 ul. Vavilova, 117813 Moscow, Russian Federation |
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Abstract: | Direct bromination of photochromic compounds of the spironaphthoxazine and spironaphthopyran series was performed using N-bromosuccinimide to obtain both photochromic bromine-substituted spiro compounds and nonphotochromic 2-(naphtho1,2-d]oxazol-2-yl)-3H-indolium bromides. The structures of the resulting products were established by NMR spectroscopy and mass spectrometry. The mechanism of bromination taking into account the involvement of both closed and open (colored) forms of spiro compounds was proposed. |
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Keywords: | photochromism spironaphthoxazines spironaphthopyrans bromination NMR spectroscopy mass spectrometry |
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