Platinum(II) and palladium(II) complexes of N-benzoyl-N ′-propylthiourea (H2L): synthesis and geometric isomer distribution of [M(H2L-S )2X2] (M = PtII or PdII; X = Cl−, Br− or I−); crystal structure of trans-[Pd(H2L-S )2Br2]

Intramolecular hydrogen-bond-directed coordination:trans-bis(N-benzoyl-N′-propylthiourea-κS)diiodoplatinum(II) andtrans-bis(N-benzoyl-N′-propylthiourea-κS)dibromoplatinum(II)

“…The molecular structures of (I) and (II) reveal that, despite the potentially bidentate nature of the ligand (N-benzoyl-N Hpropylthiourea, H 2 L 2a ), only the S atom coordinates to the metal, while the carbonyl O atom is locked into an O/C/N/C/ N/H ring by means of an intramolecular N2ÐH7Á Á ÁO1 hydrogen bond (Tables 2 and 4), similar to that in the previously reported compounds cis-dichlorobis(N-propyl-N Hbenzoylthiourea)platinum(II) (Bourne & Koch, 1993) and trans-dibromobis(N-propyl-N H -benzoylthiourea)palladium(II) (Koch et al, 1999). The six-membered O1/C7/N1/C8/N2/H7 rings in both structures are virtually planar, with a maximum deviation from planarity of 0.013 (4) A Ê for atom N1 in (I) and of 0.05 (2) A Ê for atom H7 in (II).…”

“…Reaction of PtX 4 2À (X is I, Br or Cl) with N-benzoyl-N H -propylthiourea (H 2 L 2a ) leads to isomer mixtures of cis-and trans-[PtX 2 (H 2 L 2a -S) 2 ] (X is I, Br or Cl), the equilibrium ratios of which were determined by 1 H NMR spectroscopy in a previous study to be 5:95, 42:58 and 68:32 for X = I, Br or Cl, respectively (Koch et al, 1999). In the present study, the ligand H 2 L 2a and complexes cis-and trans-[PtX 2 (H 2 L 2a -S) 2 ] (X is I or Br) were synthesized, recrystallized and characterized using the method previously reported by Koch et al (1999). All reagents and solvents were commercially available and all were used without further puri®cation, except for the acetone used in the ligand synthesis, which was distilled before use.…”

“…The structure of only one example of a trans complex has been reported to date (Koch et al, 1994). H 2 L 2 molecules [R 1 NHC(S)NHC(O)R 2 , where R 1 = alkyl and R 2 = aryl] coordinate to PtX 4 2À (X is I, Br or Cl) to form signi®cant quantities of both cis-and trans-[PtX 2 (H 2 L 2 -S) 2 ] isomers (Koch et al, 1999). In the only structurally characterized complex of Pt II with an H 2 L 2 ligand, namely cis-dichlorobis-(N-propyl-N H -benzoylthiourea)platinum(II) (Bourne & Koch, 1993), it was shown that the coordination of the ligand is directed by an intramolecular NÐHÁ Á ÁO hydrogen bond and occurs, without loss of an H atom, via the S atom only.…”

A review on the chemistry, coordination, structure and biological properties of 1-(acyl/aroyl)-3-(substituted) thioureas

“…for 1-benzoyl-3-propyl thiourea, which readily forms cis/trans-[M(H2L-S)2X2] complexes with M = Pt(II) and Pd(II) and their isomerization equilibrium was established by using an NMR technique [290]. cis-[M(L-S,O) 2 ] Pt(II) and Pd(II) complexes of 1-(3,4,5-trimethoxybenzoyl)-3,3-diethyl thiourea undergo reversible photo-induced isomerization to the corresponding trans isomer upon irradiation with visible light in the 320-570 nm range [291].…”

Speciation of platinum‐benzoylthiourea in the gas phase using electrospray ionization mass spectrometry and density functional theory

“…[3] Due to the soft nature of PGEs, sulfur-based donor ligands such as benzoylthiourea (BTU) are known to be strong complexing agents for these elements. [4,5] Thus, Pt forms strong complexes with the sulfur atom present in BTU and its dialkyl derivatives [6][7][8][9][10] (Fig. 1).…”