stereochemistry of the epoxidation of bicyclo[2.2.1]hept-2-ene and its 7-syn-substituted derivatives. a dft study
Clicks: 253
ID: 214387
2014
Article Quality & Performance Metrics
Overall Quality
Not rated
Combines reader engagement with the AI quality analysis. This
article has not been analysed, so there is no overall score —
reader engagement is measured and shown alongside.
Reader Engagement
Steady Performance
30.0
/100
253 views
20 readers
AI Quality Assessment
Not analyzed
Readership in this journal
SteadyRanked #11 of 23 articles by views in applied and environmental soil science
Most read
Least read
Bar heights use a square-root scale.
Mint this article as an NFT
Not yet mintedCreate a permanent, verifiable on-chain record of this article on the Scimatic Network. The NFT is held in your Journament account, and you can withdraw it to your own wallet at any time.
5
SUSD
one-off · no wallet required
Abstract
The stereochemical aspects of epoxidation of norbornene and its 7-syn-substituted derivatives by performic acid were investigated. Geometry and thermodynamic parameters of transition states and prereactive complexes were computed at the UBHandHLYP/6-31G(d) level of theory. It is shown that the transition states have a pronounced biradical character and a nearly coplanar orientation of the C=C bond and the molecule of performic acid. Transition state analysis revealed that, in the case of the syn-7-hydroxy derivative, the preference for the exo-approach of the oxidant can be explained by the stabilization of transition state with hydrogen bonding. In contrast, a chlorine atom or a methyl group at the 7-syn position facilitated the formation of endo-epoxides due to steric repulsion between the substituent and the oxidant.
| Reference Key |
okovytyy2014vsnikstereochemistry
Use this key to autocite in the manuscript while using
SciMatic Manuscript Manager or Thesis Manager
|
|---|---|
| Authors | ;Sergiy I. Okovytyy;Oleksandr A. Zhurakovskyi |
| Journal | applied and environmental soil science |
| Year | 2014 |
| DOI |
10.15421/081409
|
| URL | |
| Keywords |
Citations
No citations found. To add a citation, contact the admin at info@scimatic.org
Comments
No comments yet. Be the first to comment on this article.