Abstract
The dipole moments of 24 selenophene analogs of the chalcones have been measured and have been compared with the data calculated by a vectorial additive scheme and also with their chemical structures. Considerations are expressed on the conformational state of the molecules of the compounds investigated. The existence of a correlation between the dipole moments the intramolecular distances, and the Hammett's σ-parameters has been shown. The applicability of Higashi's equation to the calculation of μ for α, β-unsaturated ketones is pointed out.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
S. V. Tsukerman, Yu. N. Surov, and V. F. Lavrushin, ZhOKh, 38, 524, 1968.
S. V. Tsukerman, A. I. Artemenko, and V. F. Lavrushin, ZhOKh, 34, 3591, 1964.
S. V. Tsukerman, V. M. Nikitchenko, V. D. Orlov, and V. F. Lavrushin, KhGS, [Chemistry of Heterocyclic Compounds], 3, 232, 1967.
S. V. Tsukerman, V. P. Izvekov, and V. F. Lavrushin, 42, 2159, 1968.
S. V. Tsukerman, Chan Kuoc Shon, and V. F. Lavrushin, ZhFKh, 40, 160, 1966.
H. V. Robles, Rec. trav. chim., 58, [111], 1939.
B. Tamamusi, H. Akiyama, and S. Umezawa, Bull. Chem. Soc. Japan, 14, 310, 1939; C. A, 33, 90643, 1939.
S. V. Tsukerman, V. D. Orlov, and V. F. Lavrushin, ZhSKh, 10, 263, 1969.
M. Mario, F. Giovanna, and G. Giulia, Acta Crystallogr., 15, 737, 1962.
S. V. Tsukerman, V. D. Orlov, Yu. S. Rozum, and V. F. Lavrushin, KhGS [Chemistry of Heterocyclic Compounds], 5, 980, 1969.
S. V. Tsukerman, V. D. Orlov, V. M. Nikitchenko, Yu. S. Rozum, V. F. Lavrushin, and Yu. K. Yur'ev, TEKh, [Theoretical and Experimental Chemistry], 2, 399, 1966.
O. Exner, Coll., 25, 642, 735, 1960.
O. A. Osipov and V. I. Minkin, Handbook of Dipole Moments [in Russian], Vysshaya shkola, Moscow, 1965.
K. Higashi, Bull. Inst. Phys. Chem. Research, Tokyo, 22, 805, 1943; C. A., 43, 7764a, 1949.
K. Bal and K. K. Srivastava, J. Chem. Phys., 27, 835, 1957.
S. V. Tsukerman, V. D. Orlov, V. F. Lavrushin, and Yu. K. Yur'ev, ZhOrKh, 1, 650, 1965.
S. V. Tsukerman, V. D. Orlov, V. P. Izvekov, V. F. Lavrushin, and Yu. K. Yur'ev, KhGS [Chemistry of Heterocyclic Compounds], 2, 34, 1966.
S. V. Tsukerman, V. D. Orlov, V. F. Lavrushin, and Yu. K. Yur'ev, KhGS [Chemistry of Heterocyclic Compounds], 2, 913, 1966.
S. V. Tsukerman, V. D. Orlov, Yu. N. Surov, and V. F. Lavrushin, ZhSKh, 9, 67, 1968.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Tsukerman, S.V., Orlov, V.D., Thiem, L.N. et al. Dipole moments of selenophene analogs of the chalcones. Chem Heterocycl Compd 5, 726–729 (1972). https://doi.org/10.1007/BF00475841
Issue Date:
DOI: https://doi.org/10.1007/BF00475841