Conclusions
-
1.
The reaction of the 3∶1 molar ratio of the reagents HGeCl3 and triphenylamine at 20°C in benzene leads to the formation of a high yield of the iminium salt — cis-3,5-bis (trichlorogermyl)cyclohexylidenediphenyliminium trichlorogermanate, whereby the transisomer is initially formed in the course of the reaction; the trans-isomer of the iminium salt isomerizes spontaneously to the cis-isomer.
-
2.
The reaction of the 4∶1, and greater, molar ratio of the reagents HGeCl3 and triphenylamine at 80°C leads to the formal hydrogenation of the initially formed iminium salt with the formation of 3,5-bis(trichlorogermyl)cyclohexyldiphenylammonium trichlorogermanate.
Similar content being viewed by others
Literature cited
S. P. Kolesnikov, S. L. Povarov, and O. M. Nefedov, Izv. Akad. Nauk SSSR, Ser, Khim., 1453 (1986).
S. P. Kolesnikov, O. M. Nefedov, and V. I. Sheichenko, Izv. Akad. Nauk SSSR, Ser. Khim., 443 (1966).
S. P. Kolesnikov and O. M. Nefedov, Angew. Chem.,77, 345 (1965).
S. P. Kolesnikov, I. V. Lyudkovskaya, O. M. Nefedov, et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1131 (1984).
H. Booth, Progress in NMR Spectroscopy, Vol. 5, Pergamon Press, London (1969), p. 149.
R. D. Stolow, Conformational Analysis: Scope and Present Limitations, Associated Press, New York (1971), pp. 251–258.
G. M. Kellie and F. G. Riddell, Topics in Stereochemistry, Vol. 8, Wiley, New York (1974), pp. 225–270.
A. D. Petrov, V. F. Mironov, and N. G. Dzhurinskaya, Dokl. Akad. Nauk SSSR,128, 302 (1959).
Author information
Authors and Affiliations
Additional information
For the preliminary Communication, cf. [1].
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2826–2830, December, 1987.
Rights and permissions
About this article
Cite this article
Kolesnikov, S.P., Povarov, S.L., Samoshin, V.V. et al. Reaction of the superacid HGeCl3 with aromatic compounds. Communication 7. Formation and conversions of an inimium salt in the reaction with triphenylamine. Russ Chem Bull 36, 2623–2627 (1987). https://doi.org/10.1007/BF00957249
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00957249