Gas chromatography–mass spectrometry of the stereoisomers of heterocyclic compounds. Part 2b.1 Perhydroxanthenes

(Note: The full text of this document is currently only available in the PDF Version )

Nickolay S. Kulikov and Marina S. Bobyleva


Abstract

The quantitative relationships between the retention of the stereoisomers of perhydroxanthene (PHX) on a column packed with graphitized thermal carbon black (GTCB) and their hypothetical molecular structures optimized by molecular mechanics have been established. From the GC–MS data obtained the structure of four novel stereoisomers have been elucidated. Along with the theoretically expected trans-anti-trans-, trans-syn-cis- and cis-anti-cis-isomers, the unusual stable stereoisomeric form of PHX has been found and elucidated as conformer B of the cis-syn-cis-isomer. The evidence for this assignment based on the obtained GC- and MS-data is discussed.


References

  1. Part 2a: M. S. BobylevaN. S. KulidovJ. Chem. Soc., Perkin Trans. 2, preceding paper Search PubMed.
  2. Part 1: V. G. Adeeva, M. S. Bobyleva, M. S. Kulikov, V. G. Kharchenko and L. M. Yudovich, J. Chem. Soc., Perkin Trans. 2, 1992, 965 Search PubMed.
  3. A. V. Kiselev and D. P. Poshkus, Faraday Symp. Chem. Soc., 1980, 15, 13 RSC.
  4. A. V. Kiselev, Physical Chemistry, Modern Problems, Khimiya, Moscow (in Russian), 1982 Search PubMed.
  5. N. S. Kulikov, Adsorpt. Sci. Technol., 1997, 15, 115 Search PubMed.
  6. A. V. Kiselev and N. S. Kulikov, Dokl. Acad. Nauk SSSR, 1982, 266, 153 Search PubMed.
  7. N. N. Avgul, A. V. Kiselev and D. P. Poshkus, Adsorption of Gases and Vapors on Uniform Surfaces, Khimia, Moscow (in Russian), 1976 Search PubMed.
  8. P. B. Dallakyan, R. S. Petrova and V. L. Khudyakov, Zh. Fiz. Khim., 1988, 62, 2272 Search PubMed.
  9. A. V. Kiselev, D. P. Poshkus and A. Ya. Afreimovich, Zh. Fiz. Khim., 1968, 42, 2546 Search PubMed.
  10. A. V. Kiselev, N. S. Kulikov and G. Curthoys, Chromatographia, 1984, 18, 297 CAS.
Click here to see how this site uses Cookies. View our privacy policy here.