Sensitized Photoisomerization of Benzalpyrrolinones

벤잘피롤린온의 광증감적 이성질화 반응

  • Park, Y-T. (Department of Chemistry, Kyungpook National University) ;
  • D. A. Lightner (Department of Chemistry, University of Navada)
  • 박용태 (경북대학교 자연과학대학 화학과) ;
  • Published : 1978.12.30

Abstract

Rather than undergo photooxygenation, the Z-configuration benzalpyrrolinones (Z-2, Z-4) photoisomerized to the E-configuration isomers under direct or sensitized irradiation. Rose bengal sensitized photochemical stereoisomerzation of benzalpyrrolinones (Z-2, Z-4 and E-2) with monochromatic light (at 557 nm, excitation of rose bengal only) showed that the triplet of benzalpyrrolinones was involved in the photoisomerization, since oxygen inhibited the photoisomerization.

벤잘피롤린은 (Z-2, Z-4)을 직접 조사하거나 광증감제를 넣어 조사하니 광산소화되지 않고 광이성화 되었다. 단색광 (557nm)을 사용하여 광증감제인 로즈벤갈 (rose bengal)만을 들뜨게하여서 일어나는 벤잘피롤린은 (Z-2, Z-4 및 E-2)들의 이성화에서는 삼중상태의 벤잘피롤린온이 관여하였다.

Keywords

References

  1. Phototherapy in the newborn; An Overview Vitro Photooxidation Products of Bilirubin D. A. Lighther;G.B. Odell(ed.);R. Schaffer(ed.);A.P. Simopoulos(ed.)
  2. Tetrahedron Lett. D. A. Lightner;Y-T. Park
  3. J. Hetrocyclic Chem. v.14 D. A. Lightner;Y-T. Park
  4. Tetrahedron Lett. H. Falk;K. Gruubmayr;U. Herzig;O. Hofer
  5. Monatsh. Chem. v.106 H. Falk;K. Grubmayr;O. Hofer
  6. 1977 Pacific Conference on Chemistry and Spectroscopy D. A. Lightner;T. A. Woldrige;Y-T. Park
  7. J. Amer. Chem. Soc. v.97 P. B. Merkel;D. R. Kearns
  8. J. Amer. Chem. Soc. v.96 I. B. C. Matheson;J. Lee;B. S. Yamanashi;M. L. Wolbarsht
  9. Synthesis rose bengal was not dissolved in chloroform, but dissolved with 18-crown-6. Sensitizer;R.M. Boden(cf.)
  10. Photochem. Photobiol. v.24 E. J. Land
  11. J. Amer. Chem. Soc. v.86 G. S. Hammond;J. Saltiel;A. A. Lamola;N. J. Turro;J. S. Bradshaw;D. Cowan;R. C. Consell;V. Vogt;C. Dalton
  12. Ann. v.680 H. Plieninger;J. Kurze