Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis of Some Conjugated Polyynes

  • Shim, Sang-Chul (Department of Chemistry, Korea Advanced Institute of Science and Technology) ;
  • Lee, Tae-Suk (Department of Chemistry, Korea Advanced Institute of Science and Technology)
  • Published : 1986.10.20
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Abstract

Several aryl substituted 1,3,5-hexatriynes were synthesized by the use of aryl containing trimethylsilylated 1,3-butadiyne intermediates. 1-Phenyl-1,3,5-heptatriyne, one of the naturally occurring phototoxic conjugated polyacetylenes, and 1-(1'-naphthyl)-1,3,5-heptatriyne were prepared by the use of 1-trimethylsilyl-1,3-pentadiyne which is a very stable precursor for the 1,3-pentadiyne at room temperature.

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References

  1. Photochem. Photobiol. v.32 no.2 C.K. Wat;W.D. MacRae;E. Yamamoto;G.H.N. Towers;J. Lam
  2. Biochem. Syst. Ecol. v.9 no.1 C.K. Wat;S.K. Prasad;E.A. Graham;S. Partington;T. Arnason;G.H.N. Towers;J. Lam
  3. Photochem. Photobiophys. v.1 no.5 W.D. MacRae;D.A.J. Irwin;T. Bisalputra;G.H.N. Towers
  4. Can. J. Bot. v.59 no.1 T. Arnason;J.R. Stein;E. Graham;C.K. Wat;G.H.N. Towers;J. Lam
  5. Naturwissenschaften v.69 no.11 F. Dicosmo;R. Norton;G.H.N. Towers
  6. J. Chem. Soc. J.B. Armitage;E.R.H. Jones;M.C. Whiting
  7. J. Chem. Soc. C.L. Cook;E.R.H. Jones;M.C. Whiting
  8. J. Chem. Soc. E.R.H. Jones;M.C. Whiting
  9. J. Chem. Soc. J.B. Armitage;N. Entwistle;E.R.H. Jones;M.C. Whiting
  10. Tetrahedron v.28 R. Eastmond;T.R. Johnson;D.R.M. Walton
  11. Tetrahedron v.28 R. Eastmond;D.R.M. Walton
  12. J. Am. Chem. Soc. v.107 G. Zweifel;S. Rajagopalan
  13. Synthesis H.A. Staab;K. Neunhoffer
  14. J. Organomet. Chem. v.6 M. Rosinblum;N. Brawn;J. Papenmeier;M. Applebaum
  15. J. Org. Chem. v.38 W.L. Collier;R.S. Macomber
  16. J. Org. Chem. v.39 P.J. Kocienski
  17. J. Am. Chem. Soc. v.64 P.D. Bartlett;L.J. Rosen
  18. Tetrahedron Lett. E.J. Corey;P.L. Fuchs
  19. Synthesis J. Villieras;P. Pierrot;J.F. Normant
  20. J. Chem. Soc. J.B. Armitage;N. Entwistle;E.R.H. Jones;M.C. Whiting
  21. J. Chem. Soc. Chem. Commun. R. Eastmond;D.R.M. Walton
  22. Protective Groups in Organic Chemistry D.R.M. Walton;J.F.W. McOmie(ed.)
  23. J. Org. Chem. v.28 C.E. Castro;R.D. Stephens
  24. J. Org. Chem. v.28 R.D. Stephens;C.E. Castro
  25. J. Am. Chem. Soc. v.91 C.E. Castro;R. Havlin;V.K. Honwad;A. Malte;S. Moje
  26. Tetrahedron Lett. R. Oliver;D.R.M. Walton
  27. Synthesis S. Takahashi;Y. Kuroyama;K. Sonogashira;H. Hagihara
  28. J. Org. Chem. v.46 W.B. Austin;N. Bilow;W.J. Kellegham;K.S.Y. Lau
  29. J. Org. Chem. v.27 A.S. Hay
  30. New Pathways for Organic Synthesis H.M. Colquhoun;J. Holton;D.J. Thompson;M.V. Twigg
  31. J. Org. Chem. v.48 E.J. Corey;J.O. Albright

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  1. Photoreaction of 1-(1-naphthyl)-1,3-butadiynes with methanol vol.53, pp.3, 1986, https://doi.org/10.1016/1010-6030(90)87136-y
  2. IDENTIFICATION AND CHARACTERIZATION OF THE MAJOR PHOTOADDUCTS FORMED BETWEEN 1‐PHENYL‐1,3,5‐HEPTATRIYNE AND UNDECYLENIC ACID METHYL ESTER vol.55, pp.3, 1992, https://doi.org/10.1111/j.1751-1097.1992.tb04245.x
  3. PHOTOCHEMISTRY OF CONJUGATED POLYACETYLENES: [2+2] PHOTOCYCLOADDITION OF l‐PHENYL‐l,3,5‐HEXATRIYNES WITH SOME OLEFINS vol.58, pp.2, 1986, https://doi.org/10.1111/j.1751-1097.1993.tb09542.x