Abstract
Quantum-chemical calculations and NMR spectroscopic data have been used to determine electron density distribution in the 2,5′-bis-1H-indole molecule. Several electrophilic substitution reactions have been carried out for 2,5′-bis-1H-indole and its 2′-ethoxycarbonyl derivative. It has been shown that only the β-position of one pyrrole ring is involved in selective electrophilic substitution.
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Dzh. Zegugkh, D. O. Kadzhrishvili, Sh. A. Samsoniya, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 3, 343 (1990).
Sh. A. Samsoniya, É. A. Mumladze, I. Sh. Chikvaidze, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 3, 349 (1984).
É. A. Mumladze, I. Sh. Chikvaidze, Sh. A. Samsoniya, and N. N. Suvorov, Soobshcheniya Akad. Nauk Gruz. SSR, 126, 89 (1986).
N. C. Baird and M. J. S. Dewar, J. Chem. Phys., 50, 1262 (1969).
C. E. Johnson and F. A. Bovey, J. Chem. Phys., 29, 1012 (1958).
G. F. Smith, J. Chem. Soc., No. 11, 3842 (1954).
H. Kühn and O. Stein, Ber., 85, 567 (1937).
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For communication 28, see [1]
Translated from Khimya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1336–1341, October, 1992.
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Chikvaidze, I.S., Mumladze, É.A., Samsoniya, S.A. et al. Bisindoles 29. Electrophilic substitution reactions in the 2,5′-bis-1h-indole series. Chem Heterocycl Compd 28, 1135–1140 (1992). https://doi.org/10.1007/BF00529574
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DOI: https://doi.org/10.1007/BF00529574