Abstract
Trimethinecyanines with symmetrical and unsymmetrical structures containing xanthylium, thioxanthylium, and selenoxanthylium residues were synthesized. It was shown by the method of deviations that the “basicities” of the residues of the investigated three-ring heterocycles in the dyes change in the order O > S > Se. In series of 2,6-diphenyl-substituted 4-pyrylo-, 4-thiopyrylo-, and 4-selenopyrylotrimethinecyanines replacement of the phenyl substituents by annelated benzene rings affects the color to a considerably lesser degree than analogous replacement in 4-pyridocyanines.
Similar content being viewed by others
Literature cited
A. I. Tolmachev, N. A. Derevyanko, E. F. Karaban, and M. A. Kudinova, Khim. Geterotsikl. Soedin., 612 (1975).
R. Wizinger and U. Aroni, Chem. Ber., 92, 2309 (1959).
R. Wizinger and W. Heldemann, Chem. Ber., 93, 1533 (1960).
A. I. Kiprianov, G. G. Dyadyusha, and F. A. Mikhailenko, Usp. Khim., 35, 825 (1966).
M. Yu. Kornilov, L. M. Shulezhko, and A. I. Tolmachev, Teor. i Éksperim. Khim., 10 (1974).
R. Kuhn and D. Rewichi, Ann., 690, 50 (1965).
R. Berg, L. Mogano, and R. Pierce, J. Phys. Chem., 71, 3352 (1967).
E. D. Sych, Zh. N. Belaya, and G. G. Dyadyusha, Ukr. Khim. Zh., 30, 1965 (1964).
G. G. Dyadyusha, Ukr. Khim. Zh., 31, 1293 (1965).
C. Price, M. Hori, T. Parasaran, and M. Polk, J. Amer. Chem. Soc., 85, 2278 (1963).
M. Renson and L. Christiaens, Bull. Soc. Chim. Belges, 79, 511 (1970).
A. I. Tolmachev and M. A. Kudinova, Khim. Geterotsikl. Soedin., 804 (1969).
V. G. Kharchenko, V. I. Kleimenova, and A. R. Yakoreva, Khim. Geterotsikl. Soedin., 900 (1970).
M. A. Kudinova, S. V. Krivun, and A. I. Tolmachev, Khim. Geterotsikl. Soedin., 857 (1973).
Author information
Authors and Affiliations
Additional information
See [1] for communication VI
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 617–622, May, 1975.
Rights and permissions
About this article
Cite this article
Tolmachev, A.I., Derevyanko, N.A. & Kudinova, M.A. Pyrylocyanines. Chem Heterocycl Compd 11, 539–543 (1975). https://doi.org/10.1007/BF00480473
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00480473