DOI QR코드

DOI QR Code

Photochemistry of 4-Aryl-4-Methyl-2-Cyclohexenone: Solvent Effect on the Excited States

  • Chae Woo Ki (Department of Chemistry Education, Seoul National University) ;
  • Eun Ju Kwon (Department of Chemistry Education, Seoul National University) ;
  • Jung-Hyu Shin (Department of Chemistry, Seoul National University)
  • Published : 1993.08.20

Abstract

Irradiation of 4-biphenylyl-4-methyl-2-cyclohexenone (5) in benzene or methanol produced trans-6-biphenylyl-5-methylbicyclo[3,1,0]hexan-2-o ne (5a) and 3-biphenylyl-4-methylcyclohex-2-enone (5b). Electronic configurations of the excited states for 5a and 5b were assigned as n, ${\pi}^*$ and ${\pi}$, ${\pi}^*$ triplet states respectively. Irradiation of 4-methyl-4(${\beta}$-naphthyl)-2-cyclohexenone in benzene or methanol gave 4-methyl-3-(${\beta}$ -naphthyl)-2-cyclohexenone (6a), which is thought to arise from ${\pi}$, ${\pi}^*$ triplet state.

Keywords

References

  1. J. Am. Chem. Soc. v.107 H. E. Zimmerman;Xu Jian Hua;Russel K. King;Craig E. Caufielf
  2. J. Am. Chem. Soc. v.107 H. E. Zimmerman;Craig E. Caufield;Russel K. King
  3. J. Am. Chem. Soc. v.107 H. E. Zimmerman;D. C. Lynch
  4. Bull. Kor. Chem. Soc. v.12 Hwa Sung Lee;Kye Sook Namgung;Jung Kyou Sung;Woo Ki Chae
  5. J. Am. Chem. Soc. v.93 W. G. Dauben;W. A. Spitzer;M. S. Kellog
  6. J. Am. Chem. Soc. v.93 K. Schaffner;D. R. Kearns;G. Marsch
  7. J. Am. Chem. Soc. v.90 H. E. Zimmerman;K. G. Hancock
  8. J. Am. Chem. Soc. v.84 J. D. Graham;M. T. Rogers
  9. Tetrahedron Lett. O. L. Champman;T. A. Retting;A. I. Dutton;P. Fiton
  10. Helv. Chim. Acta v.52 D. Bellus;D. R. Kearns;K. Schaffner
  11. J. Am. Chem. Soc. v.88 H. E. Zimmerman;R. Keese;J. S. Swenton
  12. J. Am. Chem. Soc. v.84 H. E. Zimmerman;D. I. Schuster
  13. Proc. Roy. Soc., Ser. A. v.235 C. G. Hatchard;C. A. Parker

Cited by

  1. ChemInform Abstract: Photochemistry of 4-Aryl-4-methyl-2-cyclohexenone: Solvent Effect on the Excited States. vol.25, pp.13, 1993, https://doi.org/10.1002/chin.199413085