Download PDF
Synlett 1997; 1997(11): 1265-1268
DOI: 10.1055/s-1997-1554
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Ab initio MO Calculations for Isomerization Mechanism of the 3-Oxocyclopentylmethyl Radical to the 3-Oxocyclohexyl Radical

Ilhyong Ryu1 , Hiroshi Fukushima, Tohru Okuda, Kazutoshi Matsu, Nobuaki Kambe, Noboru Sonoda2 , Mitsuo Komatsu
  • 1Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565, Japan, Fax: +81 6 879 7402; E-mail: ryu@chem.eng.osaka-u.ac.jp
  • 2Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565, Japan, Fax: +81 6 879 7402
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

An ab initio MO calculation study concerning the isomerization mechanism of the 3-oxocyclopentylmethyl radical to the 3-oxocyclohexyl radical was carried out. Comparison of the energies between the reverting process, leading to the ring-opened 5-hexenoyl radical (path a) and the isomerization pathway (path b) resulted in an energetic preference for the latter. The cyclopropoxy radical intermediate was not rigorously supported at the levels of calculations examined.

ab initio MO calculations - isomerization - 3-oxocyclopentylmethyl radical - 3-oxocyclohexyl radical - acyl radical cyclization

      >