View PDF Version
 
DOI: 10.1039/A804196B (Paper) Reference Section for: J. Chem. Soc., Faraday Trans., 1998, 94, 2515-2523

Pseudo-point groups and subsymmetry-itemized enumeration for characterizing the symmetries of tetrahydropyran and 1,3-dioxane derivatives

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

Shinsaku Fujita

Abstract

The pseudo-point group Ĉ2v is defined for characterizing the symmetries of tetrahydropyran and 1,3-dioxane. Their derivatives with a given formula and a given symmetry are enumerated by the unit subduced cycle index approach. Each derivative enumerated belongs to a subsymmetry of Ĉ2v so as to be classified into isoenergetic (Type I, I′ or II) or anisoenergetic (Type III or IV). The orbits in the enumerated derivative are discussed by the sphericity and chronality terms.

References

  1. M. Nakazaki, Kagaku no Ryoiki, 1967, 21, 760 Search PubMed .
  2. K. Mislow and P. Bickart, Isr. J. Chem., 1976/1977, 15, 1 Search PubMed .
  3. H. Frei and H. H. Günthard, Chem. Phys., 1976, 15, 155 CrossRef CAS .
  4. J. E. Leonard, G. S. Hammond and H. E. Simmons, J. Am. Chem. Soc., 1975, 97, 5052 CrossRef CAS .
  5. J. E. Leonard, J. Phys. Chem., 1977, 81, 2212 CrossRef CAS .
  6. J. R. L. Flurry, J. Phys. Chem., 1976, 80, 777 CrossRef .
  7. J. R. L. Flurry, J. Chem. Educ., 1984, 61, 663 .
  8. E. L. Eliel, Isr. J. Chem., 1976/1977, 15, 7 Search PubMed .
  9. S. Fujita, Bull. Chem. Soc. Jpn., 1994, 67, 2927 CAS .
  10. S. Fujita, Bull. Chem. Soc. Jpn., 1994, 67, 2935 CAS .
  11. J. B. Lambert and S. I. Featherman, Chem. Rev., 1975, 75, 611 CrossRef CAS .
  12. F. G. Riddell, The Conformational Analysis of Heterocyclic Compounds, Academic Press, London, 1980 Search PubMed .
  13. E. Kleinpeter, Adv. Heterocycl. Chem., 1998, 69, 217 CAS .
  14. J. C. Jochims, G. Taigel, A. Seelinger, P. Lutz and H. E. Driesen, Tetrahedron Lett., 1967, 4363 CrossRef CAS .
  15. R. Lnazetta, M. Parrilli, C. Garzillo, A. di Mattero and G. del Re, J. Chem. Soc., Perkin Trans. 2, 1996, 505 RSC .
  16. C. Altona and C. Romers, Recl. Trav. Chim., 1963, 82, 1089 CAS .
  17. C. B. Anderson and D. T. Sepp, Chem. Ind. (Dekker), 1964, 2054 Search PubMed .
  18. E. L. Eliel and S. M. C. Knoeber, J. Am. Chem. Soc., 1968, 90, 3444 CrossRef CAS .
  19. J. Delmau and J. Duplan, Tetrahedron Lett., 1966, 559 CrossRef CAS .
  20. J. E. Anderson, Tetrahedron Lett., 1965, 4713 CrossRef CAS .
  21. F. G. Riddell and M. J. T. Ronbinson, Tetrahedron, 1967, 23, 3417 CrossRef CAS .
  22. B. J. Hutchinson, R. A. Y. Jones, A. R. Katritzky, K. A. F. Record and R. J. Brignell, J. Chem. Soc. B, 1970, 1224 RSC .
  23. M. J. O. Anteunis, D. Tavernier and F. Borrenmans, Heterocycles, 1976, 4, 293 CAS .
  24. S. Fujita, Theor. Chim. Acta, 1989, 76, 247 CAS .
  25. S. Fujita, Symmetry and Combinational Enumeration in Chemistry, Springer-Verlag, Berlin-Heidelberg, 1991 Search PubMed .
  26. S. Fujita, Bull. Chem. Soc., 1990, 63, 2770 Search PubMed .
  27. S. Fujita, J. Math. Chem., 1993, 12, 173 Search PubMed .
  28. S. Fujita, J. Am. Chem. Soc., 1990, 112, 3390 CrossRef CAS .
Click here to see how this site uses Cookies. View our privacy policy here.