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Trifluoromethylated 3‐(Pyrazol‐1‐yl)propanamide (PPA) Ligands
Helvetica Chimica Acta ( IF 1.8 ) Pub Date : 2020-08-19 , DOI: 10.1002/hlca.202000148
Phil Liebing 1 , Frank T. Edelmann 1
Affiliation  

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}.

中文翻译:

三氟甲基化3-(吡唑-1-基)丙酰胺(PPA)配体

新配体PPA 3- [5-甲基-3-(三氟甲基)-1 ħ -吡唑-1-基]丙酰胺(CF 3 MePPA; 3)和3- [3,5-二(三氟甲基)-1 ħ -吡唑-1-基]丙酰胺((CF 32 PPA; 4)通过氮杂合成迈克尔加成的特定吡唑衍生物,以丙烯酰胺。两种产品均通过元素分析,IR和NMR光谱以及质谱进行表征。X射线结构测定值3揭示了固态存在一维氢键结构。研究了新配体与PdCl 2的连接能力,结果表明3行为类似于Me 2 PPA,并与PdCl 2干净反应,得到微溶的复合物PdCl 2(CF 3 MePPA- κN2。相比之下,发现4中的吡唑基的供体能力大大降低,从而导致形成异常的复杂PdCl 2 {(CF 32 PPA‐ κN } {(CF 32 PPA‐ κO }。
更新日期:2020-08-19
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