Abstract
The acid–base equilibria of 3-(N-methyl-2-benzimidazolyl)coumarins and imino chromenes were studied in aqueous ethanol. The major reason for the difference in their proton-acceptor capacity relative to their nonmethylated analogs lies in a loss of planarity of these molecules. The tautomerism of 7-hydroxy-2-iminochromene is discussed.
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REFERENCES
B. M. Krasovskii and B. M. Bolotin, Organic Luminophors [in Russian], Khimiya, Moscow (1984).
F. P. Shefer (ed.), Dye Lasers [Russian translation], Mir, Moscow (1976).
R. Raue, H. Harnisch, and K. H. Drexhage, Heterocycles, 21, No.1, 167-190 (1984).
O. S. Wolfbeis and J. H. Baustert, J. Heterocycl. Chem., 22, No.5, 1215-1218 (1985).
O. S. Wolfbeis and H. Marhold, Fresnius'Z. Anal. Chem., 327, 347-350 (1987).
J. Lakowicz, Principles of Fluorescence Spectroscopy, Kluwer Academic/Plenum Publ., New York (1999).
A. A. Karasev, L. L. Lukatskaya, M. I. Rubtsov, et al., Zh. Obshch. Khim., 65, No.9, 1547-1557 (1995).
M. I. Rubtsov, L. L. Lukatskaya, and A. A. Karasev, Zh. Obshch. Khim., 69, No.1, 138-141 (1999).
A. A. Karasev, L. L. Lukatskaya, M. I. Rubtsov, et al., Vestn. Khar'kovsk. Univ., No. 4, 146-149 (1999).
W. A. Melhuish, J. Phys. Chem., 65, No.2, 229-235 (1961).
S. Parker, Photoluminescence of Solutions [Russian translation], Mir, Moscow (1972).
C. Hantsch, A. Leo, and R. W. Taft, Chem. Rev., 91, No.2, 165-195 (1991).
O. A. Ponomarev, E. R. Vasina, S. N. Yarmolenko, and V. G. Mitina, Zh. Obshch. Khim., 55, No.1, 179-183 (1985).
T. Moriya, Bull. Chem. Soc. Jpn., 56, No.1, 6-14 (1983).
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Sizova, Z.A., Karasev, A.A., Lukatskaya, L.L. et al. Acid–Base Properties of 3-Benzazolylcoumarins and Their Imino Analogs. Theoretical and Experimental Chemistry 38, 168–172 (2002). https://doi.org/10.1023/A:1019652918510
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DOI: https://doi.org/10.1023/A:1019652918510