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A comparison of the PVCILO calculated stabilization energies of the DA complexes of N-phenylmaleimide and 4-phenyl-1,2,4-triazoline-3,5-dione with methyl vinyl ether

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Summary

A PVCILO method has been used to compare the stabilization energies of the electron donor electron acceptor complexes between methyl vinyl ether as donor and the enophiles, 4-phenyl 1-1,2,4-triazoline-3,5-dione (1) and N-phenylmaleimide (2), respectively, as acceptor. A stabilization energry difference in favor of the more reactive 1 was obtained, which is being interpreted as an explanation for the enhanced rate of reaction of 1 vs 2, often by factors >104.

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Author notes

  1. Choon Ho Do

    Present address: Department of Polymer Science and Engineering, Suncheon National University, Suncheon, 540, Cheonnam, Korea

Authors and Affiliations

  1. Center for Macromolecular Science and Engineering, University of Florida, 32611, Gainesville, FL, USA

    George B. Butler, Choon Ho Do & Michael C. Zerner

  2. the Department of Chemistry, University of Florida, 32611, Gainesville, FL, USA

    George B. Butler, Choon Ho Do & Michael C. Zerner

Authors
  1. George B. Butler
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  2. Choon Ho Do
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  3. Michael C. Zerner
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Butler, G.B., Do, C.H. & Zerner, M.C. A comparison of the PVCILO calculated stabilization energies of the DA complexes of N-phenylmaleimide and 4-phenyl-1,2,4-triazoline-3,5-dione with methyl vinyl ether. Polymer Bulletin 34, 685–690 (1995). https://doi.org/10.1007/BF00423369

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  • DOI: https://doi.org/10.1007/BF00423369

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