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, sa.5, ss.1116-1125, 2013 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 5 Sayı: 5
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1002/cctc.201200716
  • Dergi Adı: CHEMCATCHEM
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1116-1125
  • Anahtar Kelimeler: cavitands, carbenes, palladium, nitrogen heterocycles, cross-coupling, SUZUKI-MIYAURA, COMPLEXES, CAVITAND, CHEMISTRY
  • İnönü Üniversitesi Adresli: Evet

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)