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Photocycloaddition Reaction of 1,2-Bispyrazylethylene to Tetracyanoethylene

  • Shim, Sang-Chul (Department of Chemistry, Korea Advanced Institute of Science) ;
  • Shim, Hyun-Kwan (Department of Chemistry, Korea Advanced Institute of Science)
  • 발행 : 1980.12.30

초록

Benzene solution of trans-1,2-bispyrazylethylene and electron deficient olefin, tetracyanoethylene, as a ${\pi}$-acceptor gave 1,2-bispyrazyl-3,3,4,4-tetracyanocyclobutane, a 2${\pi}$ + 2${\pi}$ cycloaddition product, on irradiation with 350 nm UV light. Fluorescence studies revealed the reaction to proceed through a singlet exciplex. The fluorescence of trans-1,2-bispyrazylethylene was quenched very efficiently by tetracyanoethylene with the quenching constant of 1.6 ${\times}$ 10$^{10}$M$^{-1}$s$^{-1}$ while electron rich olefin, tetramethylethylene, did not quench the fluorescence of bispyrazylethylene.

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참고문헌

  1. J. Amer. Chem. Soc. v.84 F. B. Mallory;C. S. Wood;J. T. Gordon;L. C. Lindquist;M. L. Sarita
  2. J. Chem. Soc. C. S. Wood;F. B. Mallory
  3. Organic Photochemistry F. R. Stermitz;O. L. Chapman(ed.)
  4. J. Amer. Chem. Soc. v.90 O. L. Chapman;W. R. Adams
  5. J. Amer. Chem. Soc. v.80 W. J. Middleton;R. E. Heckert;E. L. Little;C. G. Krespan
  6. Purification of Laboratory Chemicals D. D. Perrin;W. L. F. Armarego;D. R. Perrin
  7. Organic Synthesis, Coll v.4 R. A. Carboni;N. Rabjohn(ed.)
  8. J. Korean Chem. Soc. v.20 S. C. Shim;D. S. Lee;J. S. Chae;P.-S. Song
  9. Synthesis Sang Chul Shim;Suk Kyu Lee
  10. J. Korean Chem. Soc. v.23 S. C. Shim;J. H. Cho
  11. J. Korean Chem. Soc. v.21 S. C. Shim;J. S. Chae
  12. Tetrahedron Letters no.41 J. Bendig;M. Beyermann;D. Kreysig
  13. Bull. Korean Che. Soc. v.1 Sang Chul Shim;Suk Kyu Lee
  14. Chem. Rev. v.76 A. J. Floyd;S. F. Dyke;S. E. Ward
  15. Photochem. Photobiol. v.30 Sang Chul Shim;Kyu Ho Chae
  16. Tetrahedron v.28 H. H. Perkampus;T. H. Bluhm
  17. J. Chem. Soc.(C) C. E. Loader;C. J. Timmons
  18. J. Chem. Soc.(C) C. E. Loader;C. J. Timmons
  19. J. Org. Chem. v.43 R. Srinivasan;V. Y. Merrit;J. N. C. Hsu
  20. J. Org. Chem. v.39 M. S. Newman;H. M. Chung
  21. J. Org. Chem. v.39 S. C. Dickerman;I. Zimmerman