Resorcinarene-Functionalised Imidazolium Salts as Ligand Precursors for Palladium-Catalysed SuzukiMiyaura Cross-Couplings


Sahin N. , Semeril D., Brenner E., Matt D., ÖZDEMİR İ., KAYA C. , ...Daha Fazla

CHEMCATCHEM, cilt.5, ss.1116-1125, 2013 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 5 Konu: 5
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1002/cctc.201200716
  • Dergi Adı: CHEMCATCHEM
  • Sayfa Sayıları: ss.1116-1125

Özet

Three imidazolium salts based on a rigid resorcinarene platform (13) were synthesised and used as catalyst precursors in the SuzukiMiyaura cross-coupling of aryl halides with phenylboronic acid. In these pro-carbene ligands, the heterocyclic moiety has one N atom connected to a C2 atom of a resorcinolic ring, and the other is substituted by an alkyl group (R=n-propyl, iso-propyl, benzyl). The methinic C atoms of the macrocyclic core are all substituted by a pentyl group. The best catalytic performances were obtained by using an imidazolium/Pd ratio of 1:1. The catalytic systems displayed high activities, which increased in the order R=n-propyl(1)