Abstract
An effective method was developed for the synthesis of 1,3-disubstituted tetrazolium salts by the quaternization of 2-monosubstituted tetrazoles, including functionally substituted compounds, with tert-butanol in 72% perchloric acid. An X-ray diffraction investigation of examples of this series of salts - 1-tert-butyl-3-(1-methylvinyl)- and 1,3-di-tert-butyltetrazolium perchlorates - was carried out.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
REFERENCES
A. B. Zhivich, G. I. Koldobskii, and V. A. Ostrovskii, Khim.Geterotsikl.Soedin., 1587 (1990).
R. N. Butler, in: Comprehensive Heterocyclic Chemistry 2, (Eds. A. R. Katritzky, C. W. Rees, and E. F. V. Scriven), Vol. 4, Pergamon Press, Oxford (1996), p. 621.
S. Araki, K. Yamamato, M. Yagi, T. Inoe, H. Fukagawa, H. Hattori, H. Yamamura, M. Kawai, and Y. Butsugan, Eur.J.Org.Chem., 121 (1998).
S. V. Voitekhovich and P. N. Gaponik, Khim.Geterotsikl.Soedin., 1141 (1997).
S. V. Voitekhovich and P. N. Gaponik, Organic Chemistry of Belarus at the Threshold of the Twenty First Century.Program and Abstracts of First Republican Scientific Conference [in Russian], Minsk (1999), p. 47.
H. Quast, A. Fuss, and W. Nüdling, Eur.J.Org.Chem., 317 (1998).
S. Araki, Y. Wanibe, F. Uno, A. Morikana, K. Yamamato, K. Chiba, and Y. Butsugan, Chem.Ber., 126, 1149 (1993).
P. N. Gaponik, Yu. V. Grigor'ev, T. N. Andreeva, and I. I. Maruda, Khim.Geterotsikl.Soedin., 915 (1995).
P. N. Gaponik, S. V. Voitekhovich, A. S. Lyakhov, and I. I. Maruda, Khim.Geterotsikl.Soedin., 1222 (1999).
P. N. Gaponik, S. V. Voitekhovich, I. I. Maruda, A. A. Kulak, and O. A. Ivashkevich, Polish J.Chem., 72, 1147 (1998).
V. V. Saraev and E. L. Golod, Zh.Org.Khim., 33, 629 (1997).
P. N. Gaponik, S. V. Voitekhovich, O. A. Ivashkevich, A. S. Lyakhov, and A. A. Govorova, Khim.Geterotsikl.Soedin., 657 (1998).
F. H. Allen and O. Kennard, Chemical Design Automation News, 8, 31 (1993).
M. Burke-Laing and M. Laing, Acta Crystallogr., B32, 3216 (1976).
D. Rogers. F. L. Weitl, and D. N. Kevill, J.Cryst.Spectr., 21, 661 (1991).
Yu. V. Zefirov, Kristallografiya, 43, 317 (1998).
O. A. Ivashkevich, P. N. Gaponik, Vadim E. Matulis, and Vitalii E. Matulis, Dokl.Natl.Akad.Nauk Belarusi, in press.
A. O. Koren' and P. N. Gaponik, Khim.Geterotsikl.Soedin., 1643 (1990).
S. V. Voitekhovich, P. N. Gaponik, and A. O. Koren, Mendeleev Commun., 41 (1997).
A. O. Koren', V. A. Ostrovskii, P. N. Gaponik, I. E. Titov, V. S. Poplavskii, G. B. Avetikyan, and G. I. Koldobskii, Zh.Obshch.Khim., 58, 825 (1988).
P. N. Gaponik. V. P. Karavai, and N. I. Chernavina, Vestn.Belorus.Un-ta, Ser. 2, No. 2, 23 (1983).
A. Altomare, M. C. Burla, M. Camalli, G. Cascarano, C. Giacovazzo, A. Guagliardi, A. G. G. Moliterni, G. Polidori, and R. Spagna, J.Appl.Crystallogr., 32, 115 (1999).
G. M. Sheldrick, Program for Crystal Structure Refinement, University of Göttingen (1997).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Voitekhovich, S.V., Gaponik, P.N., Lyakhov, A.S. et al. Synthesis and Structure of 1-tert-Butyl-3-R-tetrazolium Salts. Chemistry of Heterocyclic Compounds 37, 949–959 (2001). https://doi.org/10.1023/A:1012779315893
Issue Date:
DOI: https://doi.org/10.1023/A:1012779315893