Bulletin of the Korean Chemical Society

  • 제4권2호
  • /
  • Pages.84-87
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  • 1983
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  • 0253-2964(pISSN)
  • /
  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Determination of Reactivity by MO Theory (XXV), Theoretical Studies of $\omega$-Alkenyl Radical Cyclization

  • 발행 : 1983.04.20
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초록

Transition state structures were calculated for A and M routes of ${\omega}$-alkenyl radical cyclization (n = 2∼4) using MINDO/3-RHF method. Results of our analysis of HOMO level changes indicated that the transition state stability is not controlled by the decoupling effect alone as Bischof suggested, but in greater degree it is determined by through-bond interaction of the HOMOs with the framework $HO-{\sigma}$ or $LU-{\sigma}^*$ orbitals. In case of larger n (n > 4), the product stability was considered to be the main cause of M route dominance in the cyclization.

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참고문헌

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피인용 문헌

  1. Pyrolysis of [5-14C]-1-pentene-evidence for homoallylic rearrangements at 873 K vol.18, pp.2, 1983, https://doi.org/10.1002/kin.550180203