Skip to main content
Log in

On the concept of chirality

  • Published:
Journal of Mathematical Chemistry Aims and scope Submit manuscript

Abstract

In the literal sense of Kelvin’s classical definition, chirality is a dichotomous concept. In this letter, we report on theoretical results which tend to alter profoundly this conception of chirality in a class of spaces of chiral systems. The example space considered here is the space of 2D square‐integrable complex fields. Our results show that, in such spaces, chirality can be considered as a continuous, extensive and local geometrical phenomenon. The presented analysis, based on a theory of symmetry groups structure, provides a rigorous description of “the way”, “the place where”, and “the extent to which” an element of such spaces lacks indirect symmetries. Kelvin’s definition is shown to describe the exterior signs of this phenomenon. A major interest of this theory is that all results can be applied to molecular wavefunctions and orbitals. Then there is hope that such results provide a renewed insight in basic stereochemical issues related to chirality.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

References

  1. D. Avnir and A.Y. Meyer, J. Mol. Struct. (Theochem) 226 (1991) 211.

    Article  Google Scholar 

  2. L.D. Barron, in: New Developments in Molecular Chirality, ed. P. Mezey (Kluwer, Dordrecht, 1991) pp. 1–55.

    Google Scholar 

  3. A.B. Buda, T. Auf der Heyde and K. Mislow, Angew. Chem. Int. Ed. Engl. 31 (1992) 989–1007.

    Article  Google Scholar 

  4. A.B. Buda and K. Mislow, J. Am. Chem. Soc. 114 (1992) 6006–6012.

    Article  CAS  Google Scholar 

  5. E.L. Eliel, S.H. Wilen and L.N. Mander, Stereochemistry of Organic Compounds (Wiley–Interscience, New York, 1994).

    Google Scholar 

  6. G. Gilat, J. Phys. A 22 (1989) L545–L550.

    Article  CAS  Google Scholar 

  7. G. Gilat, Found. Phys. Lett. 3 (1990) 189–196.

    Article  Google Scholar 

  8. G. Gilat, J. Math. Chem. 15 (1994) 197–205.

    Article  CAS  Google Scholar 

  9. G. Gilat, J. Math. Chem. 16 (1994) 37–48.

    Article  CAS  Google Scholar 

  10. G. Gilat, in: Concepts in Chemistry: A Contemporary Challenge, ed. D.H. Rouvray (Wiley, New York, 1996) pp. 325–351.

    Google Scholar 

  11. O. Katzenelson, H. Zabrodsky Hel-Or and D. Avnir, Chem. Eur. J. 2 (1996) 175–181.

    Google Scholar 

  12. W.T. Kelvin, Baltimore Lectures on Molecular Dynamics and the Wave Theory of Light (C.J. Clay, London, 1904) p. 619.

    Google Scholar 

  13. A.I. Kitaigorodskii, Organic Chemical Crytallography (Consultant Bureau, New York, 1961).

    Google Scholar 

  14. V.E. Kuzmin and I.B. Stelmakh, Zh. Strukt. Khim. 28 (1987) 45.

    CAS  Google Scholar 

  15. W.J. Laugh, ed., Chiral Liquid Chromatography (Chapman and Hall, New York, 1989).

    Google Scholar 

  16. P. Le Guennec, Two-dimensional theory of chirality; (I) Absolute chirality, (II) Relative chirality and the chirality of complex fields, J. Math. Phys., submitted.

  17. J. Maruani, G. Gilat and R. Veysseyre, C. R. Acad. Sci. Paris 319(II) (1994) 1165–1172.

    CAS  Google Scholar 

  18. S.F. Mason, Molecular Optical Activity and the Chiral Discriminations (Cambridge University Press, Cambridge, 1982).

    Google Scholar 

  19. P. Mezey, ed., New Developments in Molecular Chirality (Kluwer, Dordrecht, 1991).

    Google Scholar 

  20. K. Mislow and P. Bickart, Isr. J. Chem. 15 (1976/1977) 1.

    Google Scholar 

  21. J.D. Morrison, ed., Asymmetric Synthesis, Vol. 1, Analytical Methods (Academic Press, New York, 1983).

  22. A. Rassat, C. R. Acad. Sci. Paris B 299 (1984) 53.

    CAS  Google Scholar 

  23. H. Zabrodsky, S. Peleg and D. Avnir, J. Am. Chem. Soc. 114 (1992) 7843–7851.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Le Guennec, P. On the concept of chirality. Journal of Mathematical Chemistry 23, 429–439 (1998). https://doi.org/10.1023/A:1019197930712

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1019197930712

Keywords

Navigation