Trifluoromethylated 3‐(Pyrazol‐1‐yl)propanamide (PPA) Ligands

Abstract

The new PPA ligands 3-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]propanamide (CF 3 MePPA; 3) and 3-[3,5bis(trifluoromethyl)-1H-pyrazol-1-yl]propanamide ((CF 3) 2 PPA; 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 onedimensional hydrogen-bonded structure in the solid state. The ligating ability of the new ligands towards PdCl 2 was studied, showing that 3 behaves similar to Me 2 PPA and reacts cleanly with PdCl 2 to afford the sparingly soluble complex PdCl 2 (CF 3 MePPA-кN) 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 PdCl 2 {(CF 3) 2 PPA-кN}{(CF 3) 2 PPA-кO}.

Synthesis and Characterization of New Guanine Complexes of Pt(IV) and Pd(II) by X-ray Diffraction and Hirshfeld Surface Analysis

“…The planes of guanine fragments are significantly rotated relative to the plane perpendicular to the direction determined by the practically linear grouping Cl1-Pd1-Cl2. The torsion angles Cl2-Pd1-N19-C14 of 57.05 • and Cl2-Pd1-N9-C4 of −60.32 • differ greatly from 90 • as in similar compounds [41][42][43]. However, in this case, the planes of both ligands almost coincide (angle (plane normal-plane normal): 3.000 • ), which is obviously due to H-bonding with the outer-sphere chloride ion.…”

“…Previously, only a few compounds similar to ours were described. Complexes are described in the literature in which the Pd atom is bound by a Pd-N bond with an organic ligand [41][42][43][44]. But in almost all works, electrically neutral complexes are obtained.…”

Reaction of 3-(Alkylsulfanylmethyl)pentane-2,4-diones and 4-(Alkylsulfanyl)-3-(alkylsulfanylmethyl)butan-2-ones with Phenylhydrazine in the Presence of Zinc Chloride

“…Functionally substituted pyrazole ring is a structural unit of natural compounds [1] and modern medicines with a lower number of side effects [2,3]; pyrazole derivatives exhibit a broad spectrum of biological activity [2][3][4][5][6][7][8][9] and are used to obtain mixed-ligand coordination compounds necessary for homogeneous catalysis [10]. Some 4(2)-[alkyl(aryl)sulfanylmethyl]substituted 1H-pyrazoles were found to inhibit N-myris toyl transferase [11] and α-amylase [12] and act as progesterone receptor antagonists [13], antioxidants [14], fungicides [15], and efficient and selective extractants and ligands in the synthesis of sulfur-containing platinum(II) and palladium(II) complexes [16][17][18].…”