Helvetica Chimica Acta (2020)
Update date:2022-08-28
Topics:
Liebing, Phil
Edelmann, Frank T.
The new PPA ligands 3-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]propanamide (CF3MePPA; 3) and 3-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]propanamide ((CF3)2PPA; 4) were synthesized by Aza-Michael addition of the specific pyrazole derivatives to acrylamide. Both products were characterized by elemental analyses, IR and NMR spectroscopy, and mass spectrometry. X-Ray structure determination of 3 revealed the presence of a one-dimensional hydrogen-bonded structure in the solid state. The ligating ability of the new ligands towards PdCl2 was studied, showing that 3 behaves similar to Me2PPA and reacts cleanly with PdCl2 to afford the sparingly soluble complex PdCl2(CF3MePPA-κN)2. By contrast, the donor ability of pyrazolyl group in 4 was found to be considerably reduced, thus resulting in the formation of the unusual complex PdCl2{(CF3)2PPA-κN}{(CF3)2PPA-κO}.
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