Structural studies of some 5-(perfluoroalkenyl) uracils
Authors:
- Henryk Koroniak,
- Piotr Fiedorow,
- Donata Pluskota-Karwatka,
- Piotr Karwatka,
- Khalil A. Abboud
Abstract
Structures of the most stable conformers of derivatives of 5-vinyluracil and fluorinated analogues have been determined using MM and semiempirical MNDO calculations. It has been found that the most stable conformers of 5-trifluorovinyl and 5-E/Z-pentafluoropropenyl groups are almost perpendicular to the plane of the uracil ring. These findings are in good agreement with X-ray data obtained for 1,3,6-trimethyl-5-trifluorovinyluracil. The calculated energy barrier for rotation of exocylic 5-substituents depends on the structure of the fluorinated fragments as well as on the nature of the substituent at the 6-position of uracil. A methyl group at the 6-position causes steric hindrance and significantly disturbs the rotation of fluorinated groups. © 1994.
- Record ID
- UAM007673fdf9ab412b99906026151ba4a4
- Author
- Journal series
- Journal of Molecular Structure, ISSN 0022-2860
- Issue year
- 1994
- Vol
- 323
- Pages
- 215-221
- ASJC Classification
- ; ; ;
- DOI
- DOI:10.1016/0022-2860(94)07987-0 Opening in a new tab
- Language
- (en) English
- Score (nominal)
- 0
- Score source
- journalList
- Publication indicators
- = 6; = 6; : 1999 = 0.860; : 2006 (2 years) = 1.495 - 2007 (5 years) =1.497
- Uniform Resource Identifier
- https://researchportal.amu.edu.pl/info/article/UAM007673fdf9ab412b99906026151ba4a4/
- URN
urn:amu-prod:UAM007673fdf9ab412b99906026151ba4a4
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or PerishOpening in a new tab system.