Markovnikov regiocontrol in hydroboration of alkene by trifluoromethyl substituent

Citation
Yb. Fan et al., Markovnikov regiocontrol in hydroboration of alkene by trifluoromethyl substituent, CHIN J CHEM, 19(3), 2001, pp. 296-298
Citations number
15
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry
Journal title
CHINESE JOURNAL OF CHEMISTRY
ISSN journal
1001-604X → ACNP
Volume
19
Issue
3
Year of publication
2001
Pages
296 - 298
Database
ISI
SICI code
1001-604X(200103)19:3<296:MRIHOA>2.0.ZU;2-4
Abstract
The reactions of dichloroborane BHCl2 with 3,3,3-trifluoroprop-1-ene (TFP), and propene have been studied using B3LYP method with 6-31G* basis set. Ba sed on the calculations, all transition structures have parallelogram-like H-B-CC four-center geometry with small deformations. The introduction of fl uorine atoms changes the proportions of hydroborational products and revers es the regioselectivity.