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Structural increments of13C NMR chemical shifts in monoiodoalkanes

  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    An additive increment scheme is proposed for the13C NMR chemical shifts in monoiodoalkanes with various types of structure.

  2. 2.

    The α-effect of iodine in monoiodoalkanes has a constant component that is equal to the α-effect of iodine in methyl iodide (the true α-effect); in addition, the α-effect depends on the number of carbon chains attached to Cα and on the total number of hydrogen atoms on all Cβ.

  3. 3.

    The β-effect of iodine is determined to a considerable degree by steric interaction of iodine with protons at the particular Cβ, and it is practically independent of the degree of branching of the molecule at the point Cα.

  4. 4.

    The ε-effect of iodine is 1 ppm or less, so that this effect and longer-range effects of iodine can be ignored in empirical evaluations of δ13C in monoiodoalkanes.

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Literature cited

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    V. I. Dostovalova, F. K. Velichko & R. Kh. Fridlina

Authors
  1. V. I. Dostovalova
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  2. F. K. Velichko
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  3. R. Kh. Fridlina
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Additional information

Deceased.

Translated from, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 773–778, April, 1987.

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Dostovalova, V.I., Velichko, F.K. & Fridlina, R.K. Structural increments of13C NMR chemical shifts in monoiodoalkanes. Russ Chem Bull 36, 701–705 (1987). https://doi.org/10.1007/BF00962303

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  • DOI: https://doi.org/10.1007/BF00962303

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