306975-88-2Relevant academic research and scientific papers
Palladium-catalyzed C-C coupling under thermomorphic conditions
Bergbreiter, David E.,Osburn, Philip L.,Wilson, Allan,Sink, Erin M.
, p. 9058 - 9064 (2000)
Liquid-liquid biphasic systems that exhibit an increase in phase miscibility at elevated temperature together with soluble polymer-bound catalysts that have a strong phase preference at ambient temperature are described. In such systems, product isolation and catalyst recovery are effected by a liquid/liquid separation. This report describes the use of such thermomorphic catalyst recovery systems for palladium-catalyzed carbon-carbon bond forming reactions. Poly(N-isopropylacrylamide) (PNIPAM)-bound phosphine ligands with a Pd(0) catalyst used previously in allylic substitution chemistry are efficient catalysts in Heck, Suzuki, and sp-sp2 cross-coupling reactions. Air-stable tridentate SCS-Pd(II) catalysts bound to PNIPAM or poly(ethylene glycol) (PEG) are also described. A particular advantage of these SCS catalysts is that no precautions against adventitious catalyst oxidation need be taken with the polymer-bound SCS-PdCl catalysts, thus avoiding time-consuming solvent purification and degassing protocols.
