Skip to main content
SpringerLink
Log in

On the Use of the Electrostatic Molecular Potential in Theoretical Investigations on Chemical Reactivity

  • Chapter
Quantum Theory of Chemical Reactions

Part of the book series: Quantum Theory of Chemical Reactions ((QTCR,volume 1))

Abstract

The validity and the limits of the methods which use the electrostatic molecular potential for the study of chemical reactivity are discussed. The logical connection of these methods with the complete calculation of the reactive interaction energy and to the large family of reactivity indexes is analyzed. A tentative classification of reactions in a few groups where the electrostatic approximation may play a different role is presented, and a review is given of the most outstanding results thus far obtained, with special emphasis to hydrogen bonding, interactions with an atomic cation, SE2 and SN2 reactions, and photochemical reactions. Finally practical methods which greatly reduce the computation time with respect to more straightforward applications of the electrostatic approximation are presented.

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

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 39.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Thrular, D.G. and Van Catledge, F.A.: 1976, J. Chem. Phys. 65, pp. 5536–5538.

    Article  Google Scholar 

  2. Ghio, C., Scrocco, E., and Tomasi, J.: 1976, Jerusalem Symposia in Quantum Chemistry and Biochemistry, Vol. VIII “Environmental Effects on Molecular Structure and Properties”, B. Pullman Ed., Reidel Pub. Co., Dordrecht, Holland pp.329–342.

    Google Scholar 

  3. Julg, A.B. and Letoquart, D.: 1976, Phil. Mag. 33, pp.721–731.

    Article  CAS  Google Scholar 

  4. Carozzo, L., Corongiu, G., Petrongolo, C., and Clementi, E.: 1978, J. Chem. Phys. 68, pp.787–793.

    Article  CAS  Google Scholar 

  5. Mc Creery, Christoffersen, R.E., and Hall, G.C.: 1976, J. Amer. Chem. Soc. 98, pp.7191–7197 and 7198–7202.

    Article  Google Scholar 

  6. Dreyfus, M. and Pullman, A.: 1970, Theor. Chim. Acta 19, pp.20–37.

    Article  CAS  Google Scholar 

  7. Morokuma, K.: 1971, J. Chem. Phys. 55, 1236–1244.

    Article  CAS  Google Scholar 

  8. Alagona, G., Scrocco, E., and Tomasi, J.: 1975, J. Amer. Chem. Soc. 97, pp.6976–6983.

    Article  CAS  Google Scholar 

  9. Umeyama, H. and Morokuma, K.: 1977, J. Amer. Chem. Soc. 99, pp.1316–1332.

    Article  CAS  Google Scholar 

  10. Scrocco, E. and Tomasi, J.: 1978, Adv. Quantum Chem. 11, pp.116–193.

    Google Scholar 

  11. Kollman, P.: 1977, J. Amer. Chem. Soc. 99, pp.4875–4894.

    Article  CAS  Google Scholar 

  12. Alagona, G., Pullman, A., Scrocco, E., and Tornasi, J.: 1973, Int. J. Peptide Protein Res. 5, pp.251–259.

    Article  CAS  Google Scholar 

  13. Umeyama, H., Morokuma, K., and Yamabe, S.: 1977, J. Amer. Chem. Soc. 99, 330–343.

    Article  CAS  Google Scholar 

  14. Alagona, G., Cimiraglia, R., Scrocco, E., and Tornasi, J.: 1972, Theor Chim. Acta 25, pp.103–119.

    Article  CAS  Google Scholar 

  15. Kollman, P., Me Kelvey, J., Johansson, A., and Rothenberg, S.: 1975, J. Amer. Chem. Soc. 97, pp.955–965.

    Article  CAS  Google Scholar 

  16. Fukui, K., Yonezawa, T., and Shingu, H.: 1952, J. Chem. Phys. 20, pp. 722–725.

    Article  CAS  Google Scholar 

  17. Hudson, R.F. and Klopman, G.: 1967, Tetrahedron Lett. pp.1103–1108.

    Google Scholar 

  18. Salem, J.: 1968, J. Amer. Chem. Soc. 90, pp.543–552 and 553–566.

    Article  CAS  Google Scholar 

  19. Fukui, K., Yonezawa, T., and Nagata, C.: 1957, J. Chem. Phys. 26, pp. 831–841.

    Article  CAS  Google Scholar 

  20. Fukui, K., Yonezawa, T., Nagata, C., and Shingu, H.: 1954, J. Chem. Phys. 22, pp.1433–1442.

    Article  CAS  Google Scholar 

  21. Umeyama, H. and Morokuma, K.: 1976, J. Amer. Chem. Soc. 98, pp.4400–4404.

    Article  CAS  Google Scholar 

  22. Bonaccorsi, R., Scrocco, E., and Tornasi, J.: 1976, Theor. Chim. Acta 43, pp.63–73.

    Article  CAS  Google Scholar 

  23. Ghio, C. and Tornasi, J.: 1973, Theor. Chim. Acta 30, pp.151–158.

    Article  CAS  Google Scholar 

  24. Pullman, A.: 1973, Chem. Phys. Lett. 20, pp.29–32.

    Article  CAS  Google Scholar 

  25. Bonaccorsi, R., Scrocco, E., and Tornasi, J.: 1976, J. Amer. Chem. Soc 98, pp.4049–4054.

    Article  CAS  Google Scholar 

  26. Pullman, A. and Brochen, P.: 1975, Chem. Phys. Lett. 34, pp.7–10.

    Article  CAS  Google Scholar 

  27. Schuster, P., Jakubetz, W., and Marius, W.: 1975, Topics in Curr. Chem. 60, pp.1–107.

    Article  CAS  Google Scholar 

  28. Cremaschi, P., Gamba, A., Morosi, G., Oliva, C., and Simonetta, M.: 1975, J. Chem. Soc. Faraday Trans. II pp.1829–1836.

    Google Scholar 

  29. Cremaschi, P., Gamba, A., and Simonetta, M.: 1975, Theor. Chim. Acta 40, pp.303–312.

    Article  CAS  Google Scholar 

  30. Pasimeni, L., Corvaja, C., and Ghio, C.: 1978, Chem. Phys. 31, pp.31–37.

    Article  CAS  Google Scholar 

  31. Politzer, P., Donnelly, R.A., Daiker, C.K.: 1973, J. Chem. Soc. Chem. Comm. pp.617–618.

    Google Scholar 

  32. Politzer, P. and Weinstein, H.: 1975, Tetrahedron 31, pp.915–923.

    Article  CAS  Google Scholar 

  33. Bertran, J., Silla, E., Carbò, R., and Martin, M.: 1975, Chem. Phys. Lett. 31, pp.267–270.

    Article  CAS  Google Scholar 

  34. Alagona, G., Scrocco, E., Silla, E., and Tornasi, J.: 1977, Theor. Chim. Acta 45, pp.127–136.

    Article  CAS  Google Scholar 

  35. Alagona, G., Scrocco, E., and Tornasi, J.: “Vili Colloquio dei Chimici Teorici di Espressione Latina”, Salamanca 1977.

    Google Scholar 

  36. Bonaccorsi, R., Scrocco, E., and Tornasi, J.: “Vili Colloquio dei Chimici Teorici di Espressione Latina”, Salamanca 1977.

    Google Scholar 

  37. Dedieu, A. and Veillard, A.: 1972, J. Amer. Chem. Soc. 94, pp.6730–6738.

    Article  CAS  Google Scholar 

  38. Bader, F.R.W., Duke, A.J., and Messer, R.R.: 1973, J. Amer. Chem. Soc. 95, pp.7715–7721.

    Article  CAS  Google Scholar 

  39. Keil, F. and Ahlrichs, R.: 1976, J. Amer. Chem. Soc. 98, pp.4787–4793

    Article  CAS  Google Scholar 

  40. Leroy, G. and Sana, M.: 1975, Tetrahedron 31, pp.2091–2097.

    Article  CAS  Google Scholar 

  41. Leroy, G. and Sana, M.: 1976, Tetrahedron 32, pp.709–717 and 1379–1382.

    Article  Google Scholar 

  42. Leroy, G., Nguyen, N.T., and Sana, M.: 1976, Tetrahedron 32, pp. 1529–1536.

    Article  CAS  Google Scholar 

  43. Daudel, R., Le Rouzo, H., Cimiraglia, R., and Tornasi, J.: 1978, Int. J. Quant. Chem. 13, pp.537–552.

    Article  CAS  Google Scholar 

  44. Morokuma, K. and Iwata, S.: 1972, Chem. Phys. Lett. 16, pp.192–197.

    Article  CAS  Google Scholar 

  45. Iwata, S. and Morokuma, K.: 1973, J. Amer. Chem. Soc. 95, pp.7563–7575.

    Article  CAS  Google Scholar 

  46. Iwata, S. and Morokuma, K.: 1975, J. Amer. Chem. Soc. 97, pp.966–970.

    Article  CAS  Google Scholar 

  47. Chow, Y.L.: 1973, Acc. Chem. Res. 6, pp.354–360.

    Article  CAS  Google Scholar 

  48. Cimiraglia, R. and Tornasi, J.: 1977, J. Amer. Chem. Soc. 99, pp. 1135–1141.

    Article  CAS  Google Scholar 

  49. Ghio, C., Scrocco, E., and Tornasi, J.: 1977, VIII Colloquio dei Chimici Teorici di Espressione Latina, Salamanca.

    Google Scholar 

  50. Bonaccorsi, R., Scrocco, E., and Tornasi, J.: 1974, Jerusalem Symp. on Quantum Chem. and Biochem., vol. VI “Chemical and Biochemical Reactivity”, E.D. BeYgmann and B. Pullman Eds, pp.387–395.

    Google Scholar 

  51. Giessner-Prettre, C. and Pullman, A.: 1972, Theor. Chim. Acta 25, pp.83–88.

    Article  Google Scholar 

  52. Petrongòlo, C. and Tornasi, J.: 1973, Chem. Phys. Lett. 20, pp.201–206.

    Article  Google Scholar 

  53. Bonaccorsi, R., Scrocco, E., and Tornasi, J.: 1976, J. Amer. Chem. Soc. 98, pp.4049–4054.

    Article  CAS  Google Scholar 

  54. Bonaccorsi, R., Scrocco, E., and Tornasi, J.: 1977, J. Amer. Chem. Soc. 99, pp.4546–4554.

    Article  CAS  Google Scholar 

  55. Hayes, H.D. and Kollman, P.: 1976, J. Amer. Chem. Soc. 98, pp.3335–3345 and 7811–7816.

    Article  CAS  Google Scholar 

  56. Daudel, R., Esnault, L., Labrid, C., Busch, N., Moleyre, J. and Lambert, J.: 1976, Eur. J. Med. Chem. 11, pp.443–450.

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Laboratorio di Chimica Quantistica ed Energetica Molecolare del C.N.R, Via Risorgimento 35, 56100, Pisa, Italy

    Jacopo Tomasi

Authors
  1. Jacopo Tomasi
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. CNRS, Centre de Mécanique Ondulatoire Appliquée, Paris, France

    Raymond Daudel

  2. CNRS, Institut de Biologie Physico-Chimique, Paris, France

    Alberte Pullman

  3. CNRS, Laboratoire de Chimie Théorique, Université de Paris Sud, Orsay, France

    Lionel Salem

  4. CNRS, Université Louis Pasteur, Strasbourg, France

    Alain Veillard

Rights and permissions

Reprints and permissions

Copyright information

© 1979 D. Reidel Publishing Company

About this chapter

Cite this chapter

Tomasi, J. (1979). On the Use of the Electrostatic Molecular Potential in Theoretical Investigations on Chemical Reactivity. In: Daudel, R., Pullman, A., Salem, L., Veillard, A. (eds) Quantum Theory of Chemical Reactions. Quantum Theory of Chemical Reactions, vol 1. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-9516-1_9

Download citation

  • DOI: https://doi.org/10.1007/978-94-009-9516-1_9

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-009-9518-5

  • Online ISBN: 978-94-009-9516-1

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation