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Definition of ‘charge on an atom’ and nature of the inductive effect

Abstract

A PRECISE measure of the charge on an atom in a molecule is provided by calculating the number of electrons within a sphere of covalent radius using molecular wavefunctions. The results for alkyl substitution suggest that the simple qualitative ideas of the inductive effect may be less simple than is commonly supposed and that methyl groups are not intrinsic electron donors but rather attracters of charge.

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References

  1. Mulliken, R. S., J. chem. Phys., 23, 1833 (1955).

    Article  ADS  CAS  Google Scholar 

  2. Pollak, M., and Rein, R., J. chem. Phys., 47, 2054 (1967).

    Article  ADS  Google Scholar 

  3. Politzer, P., and Harris, R. R., J. Am. chem. Soc., 92, 6451 (1970).

    Article  CAS  Google Scholar 

  4. Hehre, W. J., Stewart, R. F., and Pople, J. A., J. chem. Phys., 51, 2657 (1969).

    Article  ADS  CAS  Google Scholar 

  5. Barnett, M. P., and Coulson, C. A., Phil. Trans. R. Soc., A243, 221 (1950).

    ADS  Google Scholar 

  6. Finn, P., Pearson, R. K., Hollander, J. M., and Jolly, W. L., Inorg. Chem., 10, 378 (1971).

    Article  Google Scholar 

  7. Siegbahn, K., et al., ESC A applied to free molecules (North-Holland, Amsterdam, 1969).

    Google Scholar 

  8. Laurie, V. W., and Muenter, J. S., J. Am. chem. Soc., 58, 2883 (1966); J. chem. Phys., 45, 825 (1966).

    Article  Google Scholar 

  9. Schubert, W. M., Murphy, R. B., and Robins, J., Tetrahedron, 17, 199 (1962).

    Article  CAS  Google Scholar 

  10. Ingold, C. K., Structure and mechanism in organic chemistry, 2nd ed. (Bell, 1969).

    Google Scholar 

  11. Braumann, J. I., Riviros, J. M., and Blair, L. K., J. Am. chem. Soc., 93, 3914 (1971).

    Article  Google Scholar 

  12. Braumann, J. I., and Blair, L. K., J. Am. chem. Soc., 91, 2126 (1969).

    Article  Google Scholar 

  13. Hudson, R. F., Eisenstein, O., and Ank, N. T., Tetrahedron, 31, 751 (1975).

    Article  CAS  Google Scholar 

Download references

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DEAN, S., RICHARDS, W. Definition of ‘charge on an atom’ and nature of the inductive effect. Nature 256, 473–475 (1975). https://doi.org/10.1038/256473a0

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