Use of tetrahydropyridinium salts for highly efficient palladium-catalyzed cross-coupling reactions of aryl bromides and chlorides

Ozdemir I., DEMIR S., CETINKAYA B.

TETRAHEDRON, cilt.61, sa.41, ss.9791-9798, 2005 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 61 Sayı: 41
  • Basım Tarihi: 2005
  • Doi Numarası: 10.1016/j.tet.2005.06.064
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC), Current Chemical Reactions (CCR)
  • Sayfa Sayıları: ss.9791-9798
  • Anahtar Kelimeler: N-heterocyclic carbene, Suzuki coupling, HETEROCYCLIC CARBENE LIGANDS, SUZUKI-MIYAURA REACTION, C-C, METAL-COMPLEXES, CHEMISTRY
  • İnönü Üniversitesi Adresli: Evet

Özet

New, sterically demanding 1,3-dialkyl-3,4,5,6-tetrahydropyrimidinium salts (2) as NHC precursors have been synthesized and characterized. These salts, in combination with palladium acetate, provided active catalysts for the cross-coupling of aryl chlorides and bromides under mild conditions. The catalytic system was applied to the Heck, Suzuki and benzaldehyde (Kumada) coupling reactions. Catalyst activity was found to be influenced by the presence of a methoxy group on the ring of the p-position of benzyl substituent of the ligand precursor. (c) 2005 Elsevier Ltd. All rights reserved.