Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Promoting Effect of AlCl_3 on the Fe-catalyzed Dimerization of Bicyclo[2.2.1]hepta-2,5-diene

  • Nguyen, Mai Dao (Department of Chemistry and Research Institute of Basic Sciences, Kyung Hee University) ;
  • Nguyen, Ly Vinh (Department of Chemistry and Research Institute of Basic Sciences, Kyung Hee University) ;
  • Lee, Je-Seung (Department of Chemistry and Research Institute of Basic Sciences, Kyung Hee University) ;
  • Han, Jeong-Sik (Agency for Defense Development) ;
  • Jeong, Byung-Hun (Agency for Defense Development) ;
  • Cheong, Min-Serk (Department of Chemistry and Research Institute of Basic Sciences, Kyung Hee University) ;
  • Kim, Hoon-Sik (Department of Chemistry and Research Institute of Basic Sciences, Kyung Hee University) ;
  • Kang, Ho-Jung (Department of Chemistry and Research Institute of Basic Sciences, Kyung Hee University)
  • Published : 2008.07.20
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Abstract

The activity of the catalytic system composed of Fe$(acetylacetonate)_3$ (Fe$(acac)_3$), triphenylphosphine, and diethylaluminum chloride for the dimerization of bicyclo[2.2.1]hepta-2,5-diene (2,5-norbornadiene, NBD) to produce hexacyclic endo-endo dimer (hexacyclo[$7.2.1.0^{2,8}.1^{3,7}.1^{5,13}.0^{4,6}$]tetradec-10-ene, Hnn) was significantly enhanced by the presence of $AlCl_3$, especially at the molar ratios of NBD/Fe$(acac)_3$ of 500. XPS analysis of the catalytic systems clearly demonstrates that $AlCl_3$ facilitates the reduction of Fe$(acac)_3$ to form active species, Fe(II) and Fe(0) species. The layer separation was observed when [BMIm]Cl was used along with $AlCl_3$, but catalyst recycle was not very successful.

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References

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