Abstract
Syntheses of systems containing two oxazole rings [2′-phenyl-, 2′-(2-furyl)-, and 2′-(2-thienyl)-2,5′-bioxazoles, and 2,2′-(2,5-furylene)bisoxazole] from aldehydes obtained by formylating 2-phenyl-, 2-(2-furyl)-, and 2-(2-thienyl)oxazole have been developed. Terephthalate and thiophen-2,5-dicarboxylate esters have been used to obtain 2,2′-(1,4-phenylene)- and 2,2′-(2,5-thienylene)bisoxazoles. The PMR, UV, and luminescence spectra of these systems have been examined, and quantum chemical calculations carried out in the PPP approximation.
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L. I. Belen'kii and M. A. Cheskis, Khim. Geterotsikl. Soedin., No. 7, 881 (1984).
L. I. Belen'kii, M. A. Cheskis, and M. A. Ryashentseva, Khim. Geterotsikl. Soedin., No. 6, 822 (1986).
L. I. Belen'kii, G. P. Gromova, M. A. Cheskis, and Ya. L. Gol'dfarb, Chemica Scripta,25, 295 (1985).
L. I. Bel'enkii, V. S. Bogdanov, I. A. Abronin, G. P. Gromova, M. A. Cheskis, and R. Z. Zakharyan, Chemica Scripta,25, 266 (1985).
R. Pariser and R. G. Parr, J. Chem. Phys.,21, 466 (1953).
G. A. Pople, Trans. Faraday Soc.,49, 1375 (1953).
S. Nakagawa, J. Okurama, F. Sakai, H. Hoshi, and T. Naito, Tetrahedron, Lett., No. 42, 3719 (1970).
East German Pat. No. 129,448; Chem. Abstr.,89, 75347 (1978).
A. F. Pozharskii, Khim. Geterotsikl. Soedin., No. 7, 867 (1985).
R. N. Nurmukhametov, The Absorption and Luminescence of Aromatic Compounds [in Russian], Khimiya, Moscow (1971).
A. V. Luzanov, Teor. Eksp. Khim.,13, 579 (1977).
A. V. Luzanov and V. F. Pedash, Teor. Eksp. Khim.,15, 436 (1979).
B. M. Krasovitskii and B. M. Bolotin, Organic Luminophores [in Russian], Khimiya, Moscow (1984).
D. N. Shigorin, Zh. Fiz. Khim.,51, 1894 (1977).
I. Hinze and H. H. Jaffe, J. Amer. Chem. Soc.,84, 540 (1962).
V. P. Zvolinsky, G. I. Kagan, G. M. Kagan, M. E. Perelson, and Yu. N. Sheinker, Summaries of Papers of Intern. Symp. on the Theory of Electronic Shells of Atoms and Molecules, Vilnius (1969), p. 44.
K. Nishimoto and D. S. Forster, Theor. Chim. Acta,4, 155 (1966).
I. N. Demas and G. A. Crosby, J. Phys. Chem.,75, 991 (1971).
A. S. Cherkasov, Zh. Fiz. Khim.,29, 2209 (1955).
Ger. Pat. No. 995951; Chem. Abstr.,53, 16152 (1959).
J. M. Griffing and L. F. Salisbury, J. Amer. Chem. Soc.,70, 3416 (1948).
K. Nakagawa, K. Konaka, and T. Nakata, J. Org. Chem.,27, 1597 (1962).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 826–836, June, 1986.
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Belen'kii, L.I., Cheskis, M.A., Zvolinskii, V.P. et al. Synthesis, structure, and spectral properties of some bioxazoles. Chem Heterocycl Compd 22, 654–663 (1986). https://doi.org/10.1007/BF00575250
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DOI: https://doi.org/10.1007/BF00575250