Nucleophilic substitution reactions of 2,4,6-tris(trinitromethyl)-1,3,5-triazine. 2. Interaction of 2,4,6-tris(trinitromethyl)-1,3,5-triazine with primary amines and hexamethyldisilazane

Authors

  • А. В. Шастин N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • T. И. Годовикова N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • C. П. Голова N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • M. В. Поворин N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • Д. Е. Дмитриев N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • M. O. Декаприлевич N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • Ю. А. Стреленко N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • Ю. T. Стручков N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • Л. И. Хмельницкий N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • Б. Л. Кoрсунский N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow

Abstract

2-R-amino-4,6-bis(trinitromethyl)-1,3,5-triazines have been synthesized, and their structures have been established. Dynamic 13C NMR spectroscopy has been used to measure the rotational barriers of the tert-butylamino group around the C(2)-NHBu-t bond in 2-(tert-butylamino)-4,6-dichloro-1,3,5-triazine and 2-(tert-butylamino)-4,6-dimethoxy-1,3,5-triazine. X-ray diffraction was used to investigate the structure of 2-(tert-butylamino)-4,6-bis(trinitromethyl)-1,3,5-triazine. From the results obtained in this work it has been concluded that the bond between the NHBu-t group and the triazine ring has a partial double-bond character.

How to Cite
Shastin, A. V.; Godovikova, T. I.; Golova, S. P.; Povorin, M. V.; Dmitriev, D. E.; Dekaprilevich, M. O.; Strelenko, Yu. A.; Struchkov, Yu. T.; 
Khmel'nitskii, L. I.; Korsunskii, B. L.  Chem. Heterocycl. Compd. 1995, 31, 601. [Khim. Geterotsikl. Soedin. 1995, 679.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01166338

Published

1995-05-25

Issue

Section

Original Papers