54146-50-8Relevant articles and documents
Synthesis, characterization and catalytic behaviour of a palladium complex bearing a hydroxy-functionalized N-heterocyclic carbene ligand
Mariconda, Annaluisa,Grisi, Fabia,Costabile, Chiara,Falcone, Salvatore,Bertolasi, Valerio,Longo, Pasquale
, p. 762 - 769 (2014/02/14)
The synthesis of a new stable palladium(II) complex (3) featuring an unsymmetrical substituted N-heterocyclic carbene (NHC) ligand with a pendant hydroxy-functionalized group was successfully accomplished via transmetalation of the corresponding bis-NHC silver(I) complex (2). Solid-state structures of both 2 and 3 were determined by single-crystal X-ray diffraction. The catalytic behaviour of 3 in the direct regioselective arylation of furan and thiophene derivatives by using challenging aryl halides was studied, revealing that 3 was capable of promoting these environmentally attractive coupling reactions to afford arylated heterocycles in moderate to good yields.
Palladium-catalysed direct arylation of heteroaromatics bearing unprotected hydroxyalkyl functions using aryl bromides
Roger, Julien,Pozgan, Franc,Doucet, Henri
experimental part, p. 696 - 710 (2010/06/19)
Heteroaromatics bearing unprotected hydroxyalkyl functions can be arylated using aryl or heteroaryl bromides, via palladium-catalysed carbonhydrogen bond activation/arylation. Good yields were generally obtained using 0.01-0.5 mol% of the air-stable palladium acetate complex as the catalyst. The nature of the base was found to be crucial for the selectivity of this reaction. Potassium acetate led to the direct arylation products whereas caesium car-bonate led to the formation of the ether. This procedure is certainly more atom-economic than other methods for the preparation of such compounds, as no protection/ deprotection sequence of the hydroxyalkyl function and no preparation of an organometallic derivative is required.
