|
|||||
|
|
Bromination of norbornene derivatives: synthesis of brominated norbornanes and norbornenes |
|
| Authors: | Demet Demirci Gültekin Arif Da?tan Metin Balci |
| Institution: | a Atatürk University, Faculty of Science, Department of Chemistry, 25240 Erzurum, Turkey b Atatürk University, Faculty of Education, Department of Chemistry, 25240 Erzurum, Turkey c Middle East Technical University, Faculty of Science, Department of Chemistry, 06531 Ankara, Turkey |
| Abstract: | The low and high temperature bromination of 7-bromobicyclo2.2.1]hept-2-ene and 2,7-dibromobicyclo2.2.1]hept-2-ene were studied and the possible role of a neighboring group participation in rearrangements was investigated. The formation mechanism of the isomers as well as the role of the substituent on the rearrangement were discussed. The structure elucidation of the formed compounds was achieved by NMR spectral data; particularly, the γ-gauche effect was discussed in connection with the configuration of the bromine atoms. |
| Keywords: | Norbornene Non-classical carbocation Bromination Wagner-Meerwein rearrangement γ-gauche Effect |
| 本文献已被 ScienceDirect 等数据库收录！ | |