Synthesis of strained complexes of arene d6 metals with benzoylthiourea and their spectral studies

Mawnai, Ibaniewkor L.; Adhikari, Sanjay; Kaminsky, Werner; Kollipara, Mohan Rao

doi:10.1016/j.jorganchem.2018.05.023

Cited by 17 publications

(9 citation statements)

References 46 publications

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“…In recent years, we have reported many organometallic complexes including halfsandwich platinum group metal complexes containing thiourea ligands [32][33][34]. Recently we have also reported the synthesis of strained complexes of arene d 6 metals containing benzoylthiourea ligand [35]. In continuation of our previous work, herein we report the synthesis of neutral mono-dentate half-sandwich arene ruthenium, rhodium and iridium complexes containing aroylthiourea derivatives and their reactivity with azide.…”

Section: Some Of the D 6 Metal Complexes Of Ruthenium (Ii)mentioning

confidence: 67%

Synthesis, characterization and chemosensitivity studies of half-sandwich ruthenium, rhodium and iridium complexes containing к and к aroylthiourea ligands

Lapasam

Hussain

Phillips

et al. 2019

Journal of Organometallic Chemistry

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The reaction of [(p-cymene)RuCl2]2 and [Cp*MCl2]2 (M = Rh/Ir) metal precursors with aroylthiourea ligands (L1-L3) yielded a series of neutral mono-dentate complexes 1-9. The neutral mono-dentate coordination of aroylthiourea with metals via S atom was confirmed by single crystal X-ray diffraction study. Further reaction of mono-dentate complexes 1-9 with excess NaN3 in polar solvent resulted in the formation of highly strained four member ring к 2 (N,S) azido complexes 10-18. Further these complexes were treated with activated alkynes to isolate triazole complexes, but unfortunately the reaction was unsuccessful. All these complexes were fully characterized by various spectroscopic techniques. The molecular structures of the representative complexes have been determined by single crystal X-ray diffraction studies. The molecular structures of the complexes revealed typical piano stool geometry around the metal center. The chemosensitivity activities of the complexes 1-9 evaluated against the cancer cell line HCT-116 (human colorectal carcinoma) and ARPE-19 (human retinal epithelial cells) cell line. Of these, complex 3 was the most potent and whilst its potency was less than cisplatin, its selectivity for cancer as opposed to non-cancer cell lines in vitro was comparable to cisplatin.

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Section: Some Of the D 6 Metal Complexes Of Ruthenium (Ii)mentioning

confidence: 67%

Synthesis, characterization and chemosensitivity studies of half-sandwich ruthenium, rhodium and iridium complexes containing к and к aroylthiourea ligands

Lapasam

Hussain

Phillips

et al. 2019

Journal of Organometallic Chemistry

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“…Compound 31 was prepared by the method given in [ 22 ]. 2-Chlorobenzoic acid (5 mmol) and thionyl chloride (10 mL) were added to a 100 mL three-necked flask under N 2 .…”

Section: Methodsmentioning

confidence: 99%

Investigation of Novel Pesticides with Insecticidal and Antifungal Activities: Design, Synthesis and SAR Studies of Benzoylpyrimidinylurea Derivatives

et al. 2018

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In order to find pesticides with insecticidal and antifungal activities, a series of novel benzoyl pyrimidinylurea derivatives were designed and synthesized. All target compounds were identified by 1H-NMR spectroscopy and HRMS. Insecticidal and antifungal activity of these compounds were evaluated and the structure-activity relationships (SAR) were clearly and comprehensively illustrated. Compound 7, with low toxicity to zebrafish (LC50 = 378.387 µg mL−1) showed 100% inhibition against mosquito (Culex pipiens pallens) at 0.25 µg mL−1. Both compounds 19 and 25 exhibited broad-spectrum fungicidal activity (>50% inhibitory activities against 13 phytopathogenic fungi), which were better than those of the commercial pesticide pyrimethanil (>50% inhibitory activities against eight phytopathogenic fungi). Furthermore, compounds 19 and 25 exhibited protective activity against Sclerotinia sclerotiorum on leaves of Brassica oleracea L. during in vivo experiments.

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“…Indeed, there are only two known examples in which 3-N-dialkyl-1acylthioureas act as [S,N] − -chelating ligands. 10,11 In contrast, however, the deprotonated 3-N-alkyl derivatives ArC(O)-NHC(S)NHR form complexes in which both six-membered [S,O] − and four-membered [S,N] − coordination modes have been observed. In the organoruthenium(II) complexes, [Ru(η 6 -p-cymol)X{ArC(O)NC(S)NHR}] (X = Cl, N 3 ) fourmembered [S,N] − -chelate rings are have been structurally authenticated.…”

Section: ■ Introductionmentioning

confidence: 99%

“…The deprotonated 3- N -dialkyl-1-acylthioureas almost exclusively yield complexes, in which the [ S,O ] − ligand forms a six-membered chelate ring. Indeed, there are only two known examples in which 3- N -dialkyl-1-acylthioureas act as [ S,N ] − -chelating ligands. , In contrast, however, the deprotonated 3- N -alkyl derivatives ArC(O)NHC(S)NHR form complexes in which both six-membered [ S,O ] − and four-membered [ S,N ] − coordination modes have been observed. In the organoruthenium(II) complexes, [Ru(η 6 - p -cymol)X{ArC(O)NC(S)NHR}] (X = Cl, N 3 ) four-membered [ S,N ] − -chelate rings are have been structurally authenticated. − However, in the platinum(II) and palladium(II) complexes [M(C-N){ArC(O)NC(S)NHR}] (M = Pt, Pd; C-N = cyclometallated ligand), six-membered rings with [ S,O ] − coordination are found. − …”

Section: Introductionmentioning

confidence: 99%

S,O or S,N Coordination? Unraveling the Coordination Modes of Arenesulfonylthiourea Ligands

Beele

Bill

Mohr

2022

Crystal Growth & Design

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Two arenesulfonylthioureas were prepared and reacted with a variety of transition-metal salts, including Ni(OAc) 2 , Co(OAc) 2 , Cu(OAc) 2 , CuCl 2 , AgNO 3 , and Zn(OAc) 2 . In all cases, complexes containing the arenesulfonylthioureas acting as monoanionic [S,N] − chelating ligands were isolated and characterized by X-ray diffraction, NMR spectroscopy, and magnetic measurements. Copper(I) and silver(I) complexes exist as hexanuclear [M 6 L 6 ] clusters, which are luminescent in the solid state and solution.

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Synthesis of strained complexes of arene d6 metals with benzoylthiourea and their spectral studies

Cited by 17 publications

References 46 publications

Synthesis, characterization and chemosensitivity studies of half-sandwich ruthenium, rhodium and iridium complexes containing к and к aroylthiourea ligands

Synthesis, characterization and chemosensitivity studies of half-sandwich ruthenium, rhodium and iridium complexes containing к and к aroylthiourea ligands

Investigation of Novel Pesticides with Insecticidal and Antifungal Activities: Design, Synthesis and SAR Studies of Benzoylpyrimidinylurea Derivatives

S,O or S,N Coordination? Unraveling the Coordination Modes of Arenesulfonylthiourea Ligands

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