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The Asymmetric Carbon Atom Revisited

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Perspectives in Theoretical Stereochemistry

Part of the book series: Lecture Notes in Chemistry ((LNC,volume 36))

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Abstract

In this chapter, we illustrate our general approach to stereochemical problems, and the use of the concepts developed in the previous chapter, by studying the asymmetric carbon atom [1]: we first determine its chemical identity group, and then find that the group is compatible with the usual tetrahedral valence skeleton. It will be pointed out that even in the case of this molecule, which can be represented by a simple geometric model, a purely geometric view of its stereochemical features has inherent logical difficulties, and that these difficulties disappear when the chemical identity viewpoint is adopted.

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References

  1. J. Weyer, Angew. Chem. 86, 604 (1974); Angew. Chem. Int. Ed. 13, 591 (1974); see also: K. Mislow and J. Siegel, J. Amer. Chem. Soc. (in press).

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  3. J. H. van’t Hoff, “Voorstel tot utbreiding der tegenwoordig in de scheikunde gebruikte struc tur en for mules in de ruimte”, Greven, Utrecht 1874.

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  4. R. McWeeny, “Symmetry”, Pergamon, London 1962, p. 54.

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  5. J. E. Leonard, G. S. Hammond and H. E. Simmons, J. Amer. Chem. Soc. 97, 5052 (1975).

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  6. At our institute P. Lemmen and R. Baumgärtner have implemented a computer program for answering just these questions. Some rather interesting results will be published soon.

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Authors and Affiliations

  1. Organisch-Chemisches Institut, Technischen Universität München, D-8046, Garching, Deutschland

    I. Ugi, R. Kopp & D. Marquarding

  2. Department of Mathematics, University of Southern California, 90089-1113, Los Angeles, CA, USA

    J. Dugundij

Authors
  1. I. Ugi
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  2. J. Dugundij
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  3. R. Kopp
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  4. D. Marquarding
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© 1984 Springer-Verlag Berlin Heidelberg

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Ugi, I., Dugundij, J., Kopp, R., Marquarding, D. (1984). The Asymmetric Carbon Atom Revisited. In: Perspectives in Theoretical Stereochemistry. Lecture Notes in Chemistry, vol 36. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-93266-3_3

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  • DOI: https://doi.org/10.1007/978-3-642-93266-3_3

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-540-13391-9

  • Online ISBN: 978-3-642-93266-3

  • eBook Packages: Springer Book Archive

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