Copper-Catalysed Allylic Substitution Using 2,8,14,20-Tetrapentylresorcinarenyl-Substituted Imidazolium Salts


Kaloglu M., Sahin N. , Semeril D., Brenner E., Matt D., ÖZDEMİR İ., ...Daha Fazla

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, ss.7310-7316, 2015 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: Konu: 33
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1002/ejoc.201501070
  • Dergi Adı: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
  • Sayfa Sayıları: ss.7310-7316

Özet

Unsymmetrical imidazolium salts, each having one nitrogen atom (N1) substituted by a cavity-shaped TPR group (TPR = 2,8,14,20-tetrapentylresorcinaren-5-yl), were tested in situ as proligands for the copper-catalysed allylic arylation of cinnamyl bromide with arylmagnesium halides. The catalytic systems produced mixtures of linear (l) and branched (b) arylated compounds in variable proportions, with the b/l ratio being the highest (78:22) for the most crowded imidazolium salt used, namely that in which the second nitrogen atom (N2) was substituted by a mesityl group. An N-heterocyclic carbene complex obtained from one of the imidazolium salts was characterised by an X-ray diffraction study.