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• W4239770112 endingPage "593" @default.
• W4239770112 startingPage "569" @default.
• W4239770112 abstract "A reactivity model for concerted cycloaddition reactions is presented which allows a systematization of substituent effects. The treatment is based on the frontier electron theory of Fukui. The consideration of the energy separations of HOMOs (Highest Occupied Molecular Orbitals) and LUMOs (Lowest Unoccupied Molecular Orbitals) leads to three reactivity types in these cycloadditions. For the Diels–Alder addition and 1, 3-dipolar cycloadditions the occurrence of: 1. HOMO (Diene or Dipole)–LUMO (olefin) controlled reactions, 2. HOMO (Diene or Dipole)–LUMO (olefin) and HOMO (olefin)–LUMO (Diene or Dipole) controlled additions and 3. LUMO (Diene or Dipole)–HOMO (olefin) controlled cycloadditions is demonstrated. Each type exhibits a characteristic behaviour towards substituents in both reaction partners. A semiquantitative treatment of substituent effects together with an experimental verification is given." @default.
• W4239770112 created "2022-05-12" @default.
• W4239770112 creator A5013364477 @default.
• W4239770112 date "1974-01-01" @default.
• W4239770112 modified "2023-10-14" @default.
• W4239770112 title "ORBITAL ENERGY CONTROL OF CYCLOADDITION REACTIVITY" @default.
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• W4239770112 doi "https://doi.org/10.1016/b978-0-408-70681-0.50009-9" @default.
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