Bromination of norbornene derivatives: synthesis of brominated norbornanes and norbornenes

Gültekin, Demet; Taşkesenligil, Yavuz; Daştan, Arif; Balci, Metin

doi:10.1016/j.tet.2008.02.067

Makale Tam Makale Uluslararası 2008 Açık erişimli

Bromination of norbornene derivatives: synthesis of brominated norbornanes and norbornenes

Demet Gültekin, Yavuz Taşkesenligil, Arif Daştan, Metin Balci

TETRAHEDRON Cilt 64 · Sayı 19 · ss. 4377–4383 · 01.05.2008

DOI ile aç

Özet

The low and high temperature bromination of 7-bromobicyclo[2.2.1]hept-2-ene and 2,7-dibromobicyclo[2.2.1]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 gamma-gauche effect was discussed in connection with the configuration of the bromine atoms. (c) 2008 Elsevier Ltd. All rights reserved.

Anahtar kelimeler

Bromination Non-classical carbocation Wagner-Meerwein rearrangement gamma-gauche effect norbornene

Atıf için künye

Gültekin, D., Taşkesenligil, Y., Daştan, A., & Balci, M. (2008). Bromination of norbornene derivatives: synthesis of brominated norbornanes and norbornenes. TETRAHEDRON, 64(19), 4377–4383. https://doi.org/10.1016/j.tet.2008.02.067

BibTeX

@article{gultekin2008-70709,
  author = {Gültekin, Demet and Taşkesenligil, Yavuz and Daştan, Arif and Balci, Metin},
  title = {Bromination of norbornene derivatives: synthesis of brominated norbornanes and norbornenes},
  journal = {TETRAHEDRON},
  year = {2008},
  volume = {64},
  number = {19},
  pages = {4377--4383},
  issn = {0040-4020},
  doi = {10.1016/j.tet.2008.02.067},
  url = {https://akademik.atauni.edu.tr/yayinlar/70709-bromination-of-norbornene-derivatives-synthesis-of-brominated-norbornanes-and}
}