Abstract
Chalcones with fluorine-containing groups were converted to α,Β-dibromides and then to cyclic aziridinyl anils. The introduction of an electron-acceptor trifluoromethylsulfonyl group leads to a significant, although smaller as compared with the nitro group, bathochromic shift of the minimum of the reflection spectrum. Fluorine-containing substituents decrease appreciably the dark-decolorization time of the aziridinyl anils.
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Z. Kalusky, é. Gzhesyak-Figas, N. P. Vorob'eva, A. I. Bakumenko, F. G. Yaremenko, and V. D. Orlov, Khim. Geterotsikl. Soedin., No. 8, 1064 (1989).
H. W. Heine, R. H. Weese, R. A. Cooper, and A. J. Durbetaki, J. Org. Chem., 32, 2708 (1967).
H. W. Heine and R. P. Henzel, J. Org. Chem., 34, 171 (1969).
R. L. Erskine and E. S. Waight, J. Chem. Soc., No. 9, 3425 (1960).
S. V. Tsukerman, Yu. N. Surov, and V. F. Lavrushin, Zh. Obshch. Khim., 38, 524 (1968).
A. V. Belotsvetov and R. K. Mageeeva, Izv. Vuzov. Khim. Khim. Tekhnol., 11, 52 (1968).
A. N. Nikitina, G. M. Fedyukina, B. Umirzakov, L. A. Yanovskaya, and V. F. Kucherov, Optika Spektrosk., 34, 289 (1973).
J. M. Agoff and M. C. Cabaleiro, Tetrahedron Lett., No. 41, 3535 (1975).
R. E. Lutz, D. F. Hinkley, and R. H. Jordan, J. Am. Chem. Soc., 73, 4647 (1951).
V. D. Orlov, F. G. Yaremenko, Yu. N. Surov, and V. F. Lavrushin, Zh. Obshch. Khim., 49, 2602 (1979).
V. D. Orlov, F. G. Yaremenko, and V. F. Lavrushin, Khim. Geterotsikl. Soedin., No. 4, 536 (1979).
L. Bellamy, New Data on the IR Spectra of Complex Molecules [Russian translation], Mir, Moscow (1971), p. 59.
Organic Electronic Spectral Data, Vol. 6, Interscience, New York (1963), pp. 111, 116, 164, 178.
Organic Electronic Spectral Data, Vol. 12, Interscience, New York (1970), p. 64.
J. Do Minh and A. M. Trozzolo, J. Am. Chem. Soc., 94, 4046 (1972).
L. M. Yagupol'skii, Aromatic and Heterocyclic Compounds with Fluorine-Containing Substituents [in Russian], Naukova Dumka, Kiev (1988).
W. A. Gregory, U.S. Patent No. 3,061,645; Chem. Abstr., 58, 10,127 (1963).
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See [1] for Communication 10.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1179–1184, September, 1991.
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Orlov, V.D., Vorob'eva, N.P., Tishchenko, A.A. et al. Aziridinyl ketones and their cyclic anils. 11. Fluorine-containing photochromes. Chem Heterocycl Compd 27, 942–946 (1991). https://doi.org/10.1007/BF00484355
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DOI: https://doi.org/10.1007/BF00484355