Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Photocycloaddition Reaction of trans-Cinnamonitrile Derivatives with Tetramethylethylene

  • Chae, Myeong-Yun (Department of Chemistry, Korea Advanced Institute of Science and Technology) ;
  • Yoon, Suk-Kyoon (Department of Chemistry, Korea Advanced Institute of Science and Technology) ;
  • Shim, Sang-Chul (Department of Chemistry, Korea Advanced Institue of Science and Technology)
  • Published : 1985.04.20
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Abstract

Stereospecific [2 + 2] cycloadducts are obtained as major products when trans-cinnamonitrile derivatives are irradiated with excess tetramethylethylene. The fluorescence quenching studies, weak exciplex fluorescence, and sensitization by benzophenone suggest that this stereospecific photochemical cycloaddition reaction involves singlet exciplex intermediate formed between cinnamonitrile derivatives and tetramethylethylene.

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References

  1. Can. J. Chem. v.50 O. L. Chapman;R. D. Lura;R. M. Owens; E. D. Plank;S. C. Shim
  2. J. Amer. Chem. Soc. v.92 O. Chapman;R. D. Lura
  3. J. Amer. Chem. Soc. v.93 J. Saltiel;J. T. D'Agostino;O. L. Chapman;R. L. Lura
  4. J. Amer. Chem. Soc. v.90 O. L. Chapman;W. R. Adams
  5. J. Org. Chem. v.45 F. D. Lewis;R. J. DeVoe
  6. J. Org. Chem. v.47 F. D. Lewis;R. J. DeVoe;D. B. MacBlane
  7. Acc. Chem. Res. v.12 F. D. Lewis
  8. J. Amer. Chem. Soc. v.97 F. D. Lewis;C. E. Hoyle;D. E. Johnson
  9. J. Amer. Chem. Soc. v.98 F. D. Lewis;R. H. Hirsch
  10. J. Amer. Chem. Soc. v.98 F. D. Lewis;R. H. Hirsch;P. M. Roach;D. E. Johnson
  11. J. Amer. Chem. Soc. v.100 F. D. Lewis;D. E. Johnson
  12. Mol. Photochem. v.8 no.6 F. D. Lewis;D. E. Johnson
  13. Acc. Chem. Res. v.13 R. A. Caldwell;D. Creed
  14. Tetrahedron Lett. v.10 T. Ishigami;K. Nakazato;M. Uehara;T. Endo
  15. Photochem. Photobiol. v.36 P. Morliere;O. Avice;T. SaEMelo;L. Dubertret;M. Girand;R. Santus
  16. Organic Synthesis, Coll. v.3 E. C. Horning(ed.)
  17. Chem. Rev. v.81 A. K. Bhattacharya;G. Thyagarajan
  18. J. Amer. Chem. Soc. v.83 W. S. Wadsworth;W. D. Emmons
  19. Elements of Organic Photochemistry D. O. Cowan;R. L. Drisko
  20. Handbook of Fluorescence Spectra of Aromatic Molecule I. B. Belman
  21. Bull. Chem. Soc. Jpn. v.41 K. Nakamura;S. Kikuchi
  22. J. Amer. Chem. Soc. v.89 N. C. Yang;R. Loeschen;D. Mitchell
  23. Tetrahedron Lett. D. R. Arnold;R. L. Hinman;A. H. Glick

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