Palladium complexes derived from benzoylthiourea ligands: Synthesis, crystal structure, and catalytic application in Suzuki C–C coupling reactions

Abstract

PdCl 2 (HL 1 -κS) 2 ] and [PdCl 2 (HL 2 -κS) 2 ] complexes were formed from neutral monodentate modes of HL 1 and HL 2 ligands, which are coordinated to the palladium(II) center, respectively. [Pd(L 1 -κ 2 S,O) 2 ] and [Pd(L 2 -κ 2 S,O) 2 ] complexes were obtained by recrystallization of corresponding [PdCl 2 (HL 1 -κS) 2 ] and [PdCl 2 (HL 2 -κS) 2 ] complexes as anionic bidentate coordination modes. All palladium(II) complexes were characterized by elemental analysis, FT-IR, and

Ru(II) and Ru(III) complexes containing N‐acylthiourea ligands: Supramolecular structures and synthons, reduction, and reaction pathway of aromatic nitro compounds

“…This may be due to an increase in the electron density in aliphatic CH groups with complexation. Signals at δ 178–179 ppm and around δ 162 ppm correspond to C=S and C=O carbon in the ligands, respectively 15,42 . The shift of these two signals to around δ 171 and 166 ppm clearly indicates that both carbon atoms were affected by coordination 38–40 .…”

“…Signals at δ 178-179 ppm and around δ 162 ppm correspond to C=S and C=O carbon in the ligands, respectively. 15,42 The shift of these two signals to around δ 171 and 166 ppm clearly indicates that both carbon atoms were affected by coordination. 38-40 31 P NMR spectra were recorded to confirm the presence of triphenylphosphine groups in the complexes.…”

“…The benzoylthiourea derivatives have more than one potential atom for coordination with oxygen, nitrogen, and sulfur atoms and thus can act as monodentate, bidentate, or polydentate ligands 11–14 . Recently, transition group metal complexes that are functionalized with aryl or acyl benzoylthiourea derivatives have been affirmed to be extremely effective in the field of catalysis 1,9,14–18 . The reduction of aromatic nitro compounds to aromatic amino compounds is one of the most important reactions in the chemical industry 19,20 because amino compounds are important intermediates in the preparation of agrochemicals, dyes, pigments, and pharmaceuticals 21–23 .…”

“…[11][12][13][14] Recently, transition group metal complexes that are functionalized with aryl or acyl benzoylthiourea derivatives have been affirmed to be extremely effective in the field of catalysis. 1,9,[14][15][16][17][18] The reduction of aromatic nitro compounds to aromatic amino compounds is one of the most important reactions in the chemical industry 19,20 because amino compounds are important intermediates in the preparation of agrochemicals, dyes, pigments, and pharmaceuticals. [21][22][23] Direct hydrogenation of nitro compounds to related amines is an efficient and fundamental strategy.…”

Palladium complexes containing NNN pincer type ligands and their activities in Suzuki-Miyaura cross coupling reaction

“…In the 1 H NMR spectra of the complexes, after complexation, the absence of resonance of the amide protons confirmed the coordination of amide nitrogen atoms with the Pd(II) ion after deprotonation [ 41 ]. In addition to this observation, the resonance values of the aromatic protons shifted as a consequence of coordination with the palldium (II) ion.…”