Skip to main content

Light Absorption and Photochemistry

  • Chapter
The PMO Theory of Organic Chemistry

Abstract

When a molecule absorbs light, it is converted to one of its excited states. In the orbital approximation such a process is represented by a jump or transition of an electron from one of the orbitals that was originally filled or partly filled to one that was empty or partly empty (Fig. 6.1). The energy required to bring this about is equal, in this approximation, to the difference E 1 - E 2 in energy between the two orbitals. The transition involves absorption of a photon of light of frequency v, given by

$$hv = E_1 - E_2$$

where h is Planck’s constant.

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

Access this chapter

eBook
USD 16.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 119.99
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.

Selected Reading

The following books deal with organic spectroscopy and photochemistry and are recommended to the reader who wishes to delve further into the subject

  • H. H. Jaffe and M. Orchin, Theory and Applications of Ultraviolet Spectroscopy, John Wiley and Sons, New York, 1962.

    Google Scholar 

  • J. G. Clavert and J. N. Pitts, Jr., Photochemistry, John Wiley and Sons, New York, 1966.

    Google Scholar 

  • N. S. Turro, Molecular Photochemistry, W. A. Benjamin, New York, 1965.

    Google Scholar 

  • R. O. Kay, Organic Photochemistry, McGraw-Hill Book Co., New York, 1966.

    Google Scholar 

  • M. J. Carmier, D. M. Hercules, and J. Lee, eds., Chemiluminescence and Bioluminescence, Plenum Press, New York, 1973.

    Google Scholar 

Numerous reviews will be found in

A detailed discussion of the treatment outlined here will be found in the following articles

General discussions of photochemical reactivity can be found in the following articles

References

  1. J. W. Happ, M. T. Mccall, and D. G. Whitten, J. Am. Chem. Soc. 93, 5496 (1971).

    Article  CAS  Google Scholar 

  2. P. Brasem, J. G. Zammers, J. Cornelisse, J. Lagtenburg, and E. Havinga, Tetrahedron Letters 685 (1972); see also R. R. Hawtala and R. L. Letsinger, J. Org. Chem. 36, 3762 (1971).

    Google Scholar 

  3. P. J. Kropp, T. H. Jones, and G. S. Poindexter, J. Am. Chem. Soc. 95, 5420 (1973).

    Article  CAS  Google Scholar 

  4. J. B. Birks, Progress in Reaction Kinetics 8, 181 (1969).

    Google Scholar 

  5. N. C. Yang and J. Libman, J. Am. Chem. Soc. 95, 5783 (1973).

    Article  CAS  Google Scholar 

  6. E. Vander Dorekt, Progress in Reaction Kinetics 8, 274 (1969).

    Google Scholar 

  7. G. Jackson and G. Porter, Proc. Roy. Soc. A2000, 13 (1961).

    Google Scholar 

  8. C. G. Stevens and S. J. Stickler, J. Am. Chem. Soc. 95, 3922 (1973).

    Article  CAS  Google Scholar 

  9. C. A. Taylor, M.A. El-Bayoomi, and M. Kasha, Proc. Nat. Acad. Sci. U.S. 63, 253 (1969).

    Article  CAS  Google Scholar 

  10. K. Schaffner, Adv. Photochem. 4, 81 (1966).

    Article  CAS  Google Scholar 

  11. P. J. Knapp, Org. Photochem. 1, 1 (1967).

    Google Scholar 

  12. H. E. Zimmerman, Adv. Photochem. 1, 183 (1963).

    Article  Google Scholar 

  13. H. E. Zimmerman and G. A. Epling, J. Am. Chem. Soc. 94, 3245 (1972).

    Article  CAS  Google Scholar 

  14. K. N. Houk and D. J. Northington, J. Am. Chem. Soc. 93, 6693 (1971).

    Article  CAS  Google Scholar 

  15. J. C. Dalton and M. J. Turro, Ann. Rev. Phys. Chem. 21, 499 (1970).

    Article  CAS  Google Scholar 

  16. F. D. Lewis, R. W. Johnson, and D. R. Kory, J. Am. Chem. Soc. 95, 6470 (1973).

    Article  CAS  Google Scholar 

  17. P. J. Wagner, A. E. Kemppainan, and H. N. Schott, J. Am. Chem. Soc. 95, 5604 (1973).

    Article  CAS  Google Scholar 

  18. N. J. Turro and P. A. Wriede, J. Am. Chem. Soc. 92, 320 (1970).

    Article  CAS  Google Scholar 

  19. H. E. Zimmerman, D. R. Amil, and H. Hemetsberger, J. Am. Chem. Soc. 95, 4606 (1973).

    Article  CAS  Google Scholar 

  20. H. Hart and G. M. Love, J. Am. Chem. Soc. 95, 4592 (1973).

    Article  CAS  Google Scholar 

  21. J. J. Mccullough and W. S. Wu, Tetrahedron Letters 3951 (1971).

    Google Scholar 

  22. E. Haselbach and W. Ebarbach, Helv. Chim. Acta 56, 1944 (1973)

    Article  CAS  Google Scholar 

  23. W. Eberbach, Chimia 25, 248 (1971).

    Google Scholar 

  24. R. Korenstein, K. A. Muszkat, and S. Sharafy-Ozeri, J. Am. Chem. Soc. 95, 6177 (1973).

    Article  CAS  Google Scholar 

  25. R. Srinivasan, J. Am. Chem. Soc. 90, 4498 (1968).

    Article  CAS  Google Scholar 

  26. W. G. Dauben, R. G. Cargill, R. M. Coates, and J. Saltiel, J. Am. Chem. Soc. 88, 2742 (1966).

    Article  CAS  Google Scholar 

  27. K. M. Schumate, R. N. Neuman, and G. J. Fonken, J. Am. Chem. Soc. 87, (1965).

    Google Scholar 

  28. W. G. Dauben and R. L. Cargill, J. Org. Chem. 27, 1910 (1962).

    Article  CAS  Google Scholar 

  29. J. Saltiel and L. N. Lim, J. Am. Chem. Soc. 91, 5404 (1969).

    Article  CAS  Google Scholar 

  30. R. F. Childs and S. Winstein, J. Am. Chem. Soc. 90, 7146 (1968).

    Article  CAS  Google Scholar 

  31. J. Meinwald and P. H. Mazzocchi, J. Am. Chem. Soc. 88, 2850 (1966).

    Article  CAS  Google Scholar 

  32. H. E. Zimmerman and H. Iwamura, J. Am. Chem. Soc. 92, 2015 (1970).

    Article  CAS  Google Scholar 

  33. G. M. Sanders and E. Havinga, Rec. Trav. Chim. 83, 665 (1964) and papers cited therein.

    Article  CAS  Google Scholar 

  34. K. E. Wilzbach, J. S. Ritscher, and L. Kaplan, J. Am. Chem. Soc. 89, 1031 (1967).

    Article  CAS  Google Scholar 

  35. E. E. van Tamelen and S. P. Pappas, J. Am. Chem. Soc. 84, 3789 (1962).

    Article  Google Scholar 

  36. K. E. Wilzbach and D. J. Rausch, J. Am. Chem. Soc. 92, 2178 (1970).

    Article  CAS  Google Scholar 

  37. K. E. Wilzbach and L. Kaplan, J. Am. Chem. Soc. 93, 2073 (1971).

    Article  CAS  Google Scholar 

  38. R. Askani, Chem. Ber. 98, 3618 (1965).

    Article  CAS  Google Scholar 

  39. M. Takahashl, Y. Kitahova, I. Murata, T. Nitta, and M. C. Woods, Tetrahedron Letters 3387 (1968).

    Google Scholar 

  40. D. G. Farnom and G. R. Carlson, Abstracts of papers presented at the 160th ACS meeting.

    Google Scholar 

  41. S. Masamuni, R. T. Seidnur, H. Zenda, M. Weisel, N. Nakatsuka, and G. Bigam, J. Am. Chem. Soc. 90, 5286 (1968).

    Article  Google Scholar 

  42. E. E. van Tamelen and J. H. Bukath, J. Am. Chem. Soc. 89, 151 (1967).

    Article  Google Scholar 

  43. K. A. Muszkat and E. Fisher, J. Chem. Soc. B 1967, 662.

    Google Scholar 

  44. A. Moradpour, J. F. Nicoud, G. Balavoine, H. Kagan, and G. Tsoucaris, J. Am. Chem. Soc. 93, 2353 (1971).

    Article  Google Scholar 

  45. O. L. Chapman and G. L. Eian, J. Am. Chem. Soc. 90, 5329 (1968).

    Article  CAS  Google Scholar 

  46. J. Michl, J. Am. Chem. Soc. 93, 523 (1971).

    Article  CAS  Google Scholar 

  47. G. S. Schroder, W. Martin, and J. R. M. Oth, Angew. Chem. Int. Ed. 6, 879 (1967).

    Article  Google Scholar 

  48. E. Chandross and F. I. Sonntag, J. Am. Chem. Soc. 88, 1089 (1966).

    Article  CAS  Google Scholar 

  49. R. Bezman and L. R. Faulkner, J. Am. Chem. Soc, 94, 6317, 6324, 6331 (1972).

    Article  CAS  Google Scholar 

  50. J. Mccaptra, Quart. Rev. 20, 485 (1966).

    Article  Google Scholar 

  51. P. Lechten, A. Yekta, and N. J. Turro, J. Am. Chem. Soc. 95, 3027 (1973).

    Article  Google Scholar 

  52. T. Wilson, M. E. Landis, A. L. Baumstark, and P. D. Bartlett, J. Am. Chem. Soc. 95, 4765 (1973).

    Article  CAS  Google Scholar 

  53. P. D. Wildes and E. H. White, J. Am. Chem. Soc. 95, 2610 (1973).

    Article  CAS  Google Scholar 

  54. E. H. White, D. F. Roseell, C. C. Wei, and P. Wildes, J. Am. Chem. Soc. 95, 6223 (1973).

    Article  Google Scholar 

  55. P. D. Wildes and E. H. White, J. Am. Chem. Soc. 93, 6286 (1971).

    Article  CAS  Google Scholar 

  56. M. J. S. Dewar and S. Kirschner, J. Am. Chem. Soc., in press.

    Google Scholar 

  57. R. J. Hoover and M. Kasha, J. Am. Chem. Soc. 91, 6508 (1969).

    Article  CAS  Google Scholar 

  58. S. Japar and D. A. Ramsay, J. Chem. Phys. 58, 5832 (1973).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

Copyright information

© 1975 Plenum Press, New York

About this chapter

Cite this chapter

Dewar, M.J.S., Dougherty, R.C. (1975). Light Absorption and Photochemistry. In: The PMO Theory of Organic Chemistry. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-4404-9_6

Download citation

  • DOI: https://doi.org/10.1007/978-1-4613-4404-9_6

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4613-4406-3

  • Online ISBN: 978-1-4613-4404-9

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics