Conclusions
-
1.
Polarization parameters, together with the orientation of the polarization of various p substituents, have been determined for compounds of the C-phenyl azomethine series.
-
2.
The conformations of benzalaniline and its p-substitution products have been confirmed by measurements of the Kerr constant.
-
3.
Introduction of the methoxy group into the para C-phenyl position increases the nonplanarity of the molecule.
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V. I. Minkin, Yu. A. Zhdanov, E. A. Medyantzeva, and Yu. A. Ostroumov, Tetrahedron,23, 3651 (1967); V. I. Minkin, Yu. A. Zhdanov, E. A. Medyantseva, and Yu. A. Ostroumov, Azomethines [in Russian], Rostov. Univ. (1967), p. 72.
D. Pitea, D. Grasso, and G. Favini, J. Mol. Struct.,10, 101 (1971).
M. A. El-Bayomi, M. El-Aasser, and F. Abdet-Halim, J. Amer. Chem. Soc.,93, 586 (1971).
V. I. Minkin, E. A. Medyantseva, and A. M. Simonov, Dokl. Akad. Nauk SSSR,149, 1347 (1963).
V. I. Minkin, V. I. Haddaka, and Yu. A. Zhdanov, Dokl. Akad. Nauk SSSR,197, 845 (1971).
H. Kessler, Tetrahedron,30, 1861 (1974).
V. I. Minkin, Zh. Fiz. Khim.,41, 556 (1967).
B. M. Krasovitskii, B. M. Bolotin, and R. N. Nurmukhametov, Zh. Obshch. Khim.,34, 3786 (1964).
V. I. Minkin, Yu. A. Zhdanov, A. D. Garnovskii, and I. D. Sadekov, Zh. Fiz. Khim.,40, 657 (1966).
V. M. S. Gil and M. E. L. Saraiva, Tetrahedron,27, 1309 (1971).
V. I. Minkin, Yu. A. Zhdanov, and V. I. Haddaka, Zh. Organ. Khim.,4, 2181 (1968).
J. Meunier-Piret, P. Piret, G. Germain, and M. Van Meerssche, Bull. Soc. China. Belg.,81, 533 (1972); H. B. Burgi and J. D. Dunitz, Chem. Commun., 472 (1969); H. Burgi, J. D. Dunitz, Helv. Chim. Acta,53, 1747 (1970); J. Bernstein, J. Chem. Soc. Perkin Trans.,2, 946 (1972).
G. Favini, D. Pitea, and F. Zuccarello, J. Chem. Phys.,69, 9 (1972).
R. S. Tsekhanskii, S. N. Nikolaev, and L. I. Vinogradov, Zh. Fiz. Khim.,45, 1770 (1971).
C. H. Warren, G. Wettermart, and K. Weiss, J. Amer. Chem. Soc.,93, 4658 (1971).
S. A. Houlden and J. G. Csizmadia, Tetrahedron,25, 1137 (1969).
E. Haselbach and E. Heilbronner, Helv. Chim. Acta,51, 16 (1968).
C. G. LeFevre and R. J. W. LeFevre, Revs. Pure and Appl. Chem.,5, 261 (1955).
R. J. W. LeFevre, Advances Phys. Org. Chem.,3, 1 (1965).
A. N. Vereshchagin, S. G. Vul'fson, and B. A. Arbuzov, Izv. Akad. Nauk SSSR, Ser. Khim., 1026 (1974).
V. I. Minkin, V. A. Bren', and E. A. Malysheva, Zh. Obshch. Khim.,38, 2752 (1968).
J. Marignan, J. L. Galigne, and J. Falguoirettes, Acta Crystallogr.,B28, 93 (1972).
V. I. Minkin, O. A. Osipov, and Yu. A. Zhdanov, Dipole Moments in Organic Chemistry [in Russian], Khimiya (1968), p. 77.
M. J. Aroney, K. E. Calderbank, R. J. W. Le Fevre, and R. K. Pierens, J. Chem. Soc., B, 159 (1969); K. E. Calderbank, R. J. W. LeFevre, and G. L. Ritchie, J. Chem. Soc., B, 503 (1968); M. J. Aroney, G. M. Hoskins, R. J. W. Le Fevre, R. K. Pierens, and D. V. Radford, Austral. J. Chem.,22, 2243 (1969).
G. Ya. Cheryukanova, S. G. Vul'fson, G. A. Chmutova, and A. N. Vereshchagin, Izv. Akad. Nauk SSSR, Ser. Khim., 1800 (1974).
R. B. Moffet and W. M. Hoen, J. Amer. Chem. Soc.,69, 1792 (1947); R. E. Zutz, P. S. Baily, R. J. RowLett, and J. W. Wilson, J. Org. Chem.,12, 1760 (1947); E. Seeger and A. Kottler, Chem. Abstr.,52, 10213D (1958); R. B. Moffet, Org. Synth.,34, 64 (1954); A. Burawoy and J. P. Critchley, Tetrahedron,5, 340 (1959); V. I. Minkin and V. A. Bren', Reakts. Sposobn. Organ. Soed.,4, 112 (1967); V. A. Bren', E. N. Malysheva, and V. I. Minkin, ibid.,4, 523 (1967).
A. N. Vereshchagin and L. A. Grozina, Teor. Éksp. Khim.,4, 361 (1968).
B. A. Arbuzov, A. N. Vereshchagin, and S. F. Vul'fson, in: Certain Problems of Organic and Physical Chemistry [in Russian], IOFKh AN SSSR, Kazan (1972), p. 228.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1507–1513, July, 1976.
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Minkin, V.I., Monetina, L.A., Bren', V.A. et al. Anisotropy of the polarizability and spatial structure of certain benzalimines. Russ Chem Bull 25, 1437–1443 (1976). https://doi.org/10.1007/BF00920814
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DOI: https://doi.org/10.1007/BF00920814