Abstract
Syntheses are reported for 9-(azidophenyl)acridine and the corresponding N-methylacridine derivative, which have absorption bands in the near-UV and visible spectral regions. The photodissociation quantum yields upon irradiation of these azides at the long-wavelength band (365 nm) are 0.88 and <10−2, respectively. An MNDO-PM3 semiempirical analysis was carried out on the change in the bond orders, NNN bond angle, and charge redistribution upon excitation of these molecules to the lowest excited singlet state, which accounted for the experimentally observed photochemical activity of 9-(4-azidophenyl)acridine and inertness of its quaternerized derivative.
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Chernogolovka Institute of Chemical Physics, Russian Academy of Sciences, Moscow Oblast, 142432 Chernogolovka.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1504–1509, November, 1997.
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Budyka, M.F., Kantor, M.M. & Fatkulbayanov, R.M. Photochemical properties of 9-(4-azidophenyl)acridine. Chem Heterocycl Compd 33, 1301–1305 (1997). https://doi.org/10.1007/BF02320332
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DOI: https://doi.org/10.1007/BF02320332