Frontier orbitals aromaticity: A simple approach to the analysis of pericyclic reactions

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• 作者：A. Shaabani (1)
  
• 关键词：Frontier orbitals aromaticity ; Pericyclic reactions ; Huckel ; Mobius aromaticity ; Aromaticity ; Cycloaddition
• 刊名：Journal of the Iranian Chemical Society
• 出版年：2008
• 出版时间：October 2008
• 年：2008
• 卷：5
• 期：1-supp
• 页码：S47-S53
• 全文大小：999KB
• 参考文献：1. R.B. Woodward, R. Hoffmann, The Conservation of Orbital Symmetry, Academic Press: New York, (1970).
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  12. I. Fleming, Frontier Orbital and Organic Chemical Reactions, Wiley: London, (1978).
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  14. M.J.S. Dewar, Angew. Chem. Int. Ed. Engl. 10 (1971) 761.
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  17. M.J.S. Dewar, R.C. Dougherty, The PMO Theory of Organic Chemistry, Plenum: New York, (1975). CrossRef
  
• 作者单位：A. Shaabani (1)
  
  1. Department of Chemistry, Shahid Beheshti University, Tehran, Iran
  
• ISSN：1735-2428

文摘

A new and simple approach to the analysis of pericyclic reactions based on combination of the interaction of HOMO-LUMO molecular orbitals and Huckel-Mobius aromaticity concept in transition state is reported. This approach seems to be more powerful than the Woodward-Hoffmann approach which appears to be limited to reactions with sufficiently high symmetry, and the Huckel-Mobius that use the non-participating lowest basis set (Ψ1). One important impact of the current approach is its capability in addressing the photochemical concerted reactions.