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Journal articles on the topic 'Pyrazole‐Derived Ligands'

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Published: 7 September 2023

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1

Syahputri, Yulian, Sutanto Sutanto, and Riza Shabrina Zamzani. "Hg (II) and Cd (II) Heavy Metal Ions Detection Based On Fluorescence Using Zn (II) Metal Ion Complex with Pyrazoline Derivatives Ligand." Helium: Journal of Science and Applied Chemistry 2, no. 1 (June 30, 2022): 1–6. http://dx.doi.org/10.33751/helium.v2i1.5407.

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Pyrazoline derivatives can be used as ligands because they have photophysical properties and can chelate metal ions which cause very strong absorption, emission and have a fluorescence properties. Therefore, in recent years, pyrazoline ligands and their derivatives have been widely used for chemosensors. This research aims to detect fluorescence-based heavy metal ions Hg2+ and Cd2+ using a metal ion complex compound Zn2+ with pyrazoline derivative ligand. The research was started by synthesizing pyrazoline-derived ligands, then synthesizing complex compounds. Complex compounds were characterized using Fourier Transform Infra Red (FTIR), UV-Vis Spectrophotometer, and Spectrofluorometer. Then, a fluorescence study was carried out to determine the type of fluorosensor for complex compounds with the addition of heavy metal ions Cd2+ and Hg2+. The last stage is UV-Vis spectroscopy study on the addition of heavy metal ions Hg2+ and Cd2+. Pyrazoline derivative ligand obtained as para-di-2-(1-phenyl-3-pyridyl-4,5-dihydro-1H-pyrazole-5-yl)benzene is a yellow solid. The metal ion complex compound Zn2+ with pyrazolin derivative ligand is a brown colored compound, has a yield of 45 % and a melting point is 245 oC. The FTIR spectrum showed the presence of functional groups such as amine, C-H aromatic, C=N, C=C aromatic, C-N, Zn-N and Zn-Cl. Analysis with UV-Vis spectrophotometer showed that there was a shift in the maximum wavelength from the ligand to the Zn(II)-ligand complex, namely 240 nm to 246 nm and 363 nm with molar absorptivity values (log ) of 4.56 and 4.28, respectively. For fluorescence analysis, two absorbance peaks were obtained, namely at a wavelength of 370 nm with an intensity of 3644 a.u and 478 m at 8216 a.u. The results of fluorescence chemosensor studies on the addition of heavy metal ions Hg2+ and Cd2+ showed that the metal ion complex compound Zn2+ with pyrazoline-derived ligands can detect heavy metal ions Hg2+ and Cd2+ with a turn-on type.

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2

Petrović, A. F., S. R. Lukić, D. M. Petrović, E. Z. Ivegeš, and V. M. Leovac. "Metal complexes with pyrazole-derived ligands." Journal of Thermal Analysis 47, no. 3 (September 1996): 879–86. http://dx.doi.org/10.1007/bf01981822.

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3

Popov, Sergey A., Yuri V. Gatilov, Tatjana V. Rybalova, Oxana A. Kholdeeva, and Alexey V. Tkachev. "Novel optically active pyrazole ligands derived from (+)-3-carene." Tetrahedron: Asymmetry 12, no. 20 (November 2001): 2875–81. http://dx.doi.org/10.1016/s0957-4166(01)00477-3.

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4

Watson, AA, DA House, and PJ Steel. "Chiral Heterocyclic Ligands. VIII. Syntheses and Complexes of New Chelating Ligands Derived From Camphor." Australian Journal of Chemistry 48, no. 9 (1995): 1549. http://dx.doi.org/10.1071/ch9951549.

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The syntheses of 23 new chelating ligands are described. Most of these ligands are derived from the chiral pyrazole (1) which has been linked to a variety of heterocycles , namely pyridine, pyrimidine, pyridazine, isoxazole , benzimidazole, thiophen and furan. In certain cases the parent achiral analogues have also been prepared. Preliminary studies of the coordination chemistry of these ligands with selected transition metals have been carried out. The X-ray crystal structures of palladium complexes of isoxazole- and thiophen-containing ligands have also been determined.

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5

Pellei, Maura, Valentina Gandin, Luciano Marchiò, Cristina Marzano, Luca Bagnarelli, and Carlo Santini. "Syntheses and Biological Studies of Cu(II) Complexes Bearing Bis(pyrazol-1-yl)- and Bis(triazol-1-yl)-acetato Heteroscorpionate Ligands." Molecules 24, no. 9 (May 7, 2019): 1761. http://dx.doi.org/10.3390/molecules24091761.

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Copper(II) complexes of bis(pyrazol-1-yl)- and bis(triazol-1-yl)-acetate heteroscorpionate ligands have been synthesized. The copper(II) complexes [HC(COOH)(pzMe2)2]Cu[HC(COO)(pzMe2)2]·ClO4, [HC(COOH)(pz)2]2Cu(ClO4)2 (pzMe2 = 3,5-dimethylpyrazole; pz = pyrazole) were prepared by the reaction of Cu(ClO4)2·6H2O with bis(3,5-dimethylpyrazol-1-yl)acetic acid (HC(COOH)(pzMe2)2) and bis(pyrazol-1-yl)acetic acid (HC(COOH)(pz)2) ligands in ethanol solution. The copper(II) complex [HC(COOH)(tz)2]2Cu(ClO4)2·CH3OH (tz = 1,2,4-triazole) was prepared by the reaction of Cu(ClO4)2·6H2O with bis(1,2,4-triazol-1-yl)acetic acid (HC(COOH)(tz)2) ligand in methanol solution. The synthesized Cu(II) complexes, as well as the corresponding uncoordinated ligands, were evaluated for their cytotoxic activity in monolayer and 3D spheroid cancer cell cultures with different Pt(II)-sensitivity. The results showed that [HC(COOH)(pzMe2)2]Cu[HC(COO)(pzMe2)2]·ClO4 was active against cancer cell lines derived from solid tumors at low IC50 and this effect was retained in the spheroid model. Structure and ultra-structure changes of treated cancer cells analyzed by Transmission Electron Microscopy (TEM) highlighted the induction of a cytoplasmic vacuolization, thus suggesting paraptotic-like cancer cell death triggering.

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6

Fonseca, Daniela, Sandra M. Leal-Pinto, Martha V. Roa-Cordero, José D. Vargas, Erika M. Moreno-Moreno, Mario A. Macías, Leopoldo Suescun, Álvaro Muñoz-Castro, and John J. Hurtado. "Inhibition of C. albicans Dimorphic Switch by Cobalt(II) Complexes with Ligands Derived from Pyrazoles and Dinitrobenzoate: Synthesis, Characterization and Biological Activity." International Journal of Molecular Sciences 20, no. 13 (July 1, 2019): 3237. http://dx.doi.org/10.3390/ijms20133237.

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Seven cobalt(II) complexes of pyrazole derivatives and dinitrobenzoate ligands were synthesized and characterized. The single-crystal X-ray diffraction structure was determined for one of the ligands and one of the complexes. The analysis and spectral data showed that all the cobalt complexes had octahedral geometries, which was supported by DFT calculations. The complexes and their free ligands were evaluated against fungal strains of Candida albicans and emerging non-albicans species and epimastigotes of Trypanosoma cruzi. We obtained antifungal activity with a minimum inhibitory concentration (MIC) ranging from 31.3 to 250 µg mL−1. The complexes were more active against C. krusei, showing MIC values between 31.25 and 62.5 µg mL−1. In addition, some ligands (L1–L6) and complexes (5 and Co(OAc)2 · 4H2O) significantly reduced the yeast to hypha transition of C. albicans at 500 µg mL−1 (inhibition ranging from 30 to 54%). Finally, the complexes and ligands did not present trypanocidal activity and were not toxic to Vero cells. Our results suggest that complexes of cobalt(II) with ligands derived from pyrazoles and dinitrobenzoate may be an attractive alternative for the treatment of diseases caused by fungi, especially because they target one of the most important virulence factors of C. albicans.

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7

Orabi, Adel S. "Preparation and applications of some complexes derived from lanthanon(III) ions with some ligands derived from pyrazole." Macedonian Journal of Chemistry and Chemical Engineering 32, no. 1 (June 15, 2013): 25. http://dx.doi.org/10.20450/mjcce.2013.123.

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The novel complexes derived from some pyrazole derivatives ligands: 2,4-dihydroxybenzylidene-3`-imino-5`-methylpyrazole(L1); salicylidene-3`-imino-5`-methylpyrazole(L2); 2-hydroxynaphthylidene-3`-imino-5`-methylpyrazole(L3) and LaCl3, Ce(NO3)3 and Nd(NO3)3 were prepared and characterized using elemental analysis (C, H, N, M%), mass, FT-IR spectroscopy, electrical conductivity and thermal gravimetric analysis (DTA/TG). The electrical conductivity of 0.001M in DMSO revealed the electrolytic behavior of the all formed complexes as 1:1 (coordination sphere cation : ionization sphere ions) electrolyte for complexes derived from L1 and L2 ligands meanwhile L3 gave 1:2 electrolyte. The thermal analysis (DTA/TG) of the synthesized complexes revealed the presence of two types of water molecules as water of crystallization and coordinated one which act as a ligand. The complexes formed could be formulated as [M(L)2.nH2O].Z.mH2O for L = L1 and L2, [M(L).nH2O].2Z.mH2O for L = L3 (Z = Cl- for M = La(III) and Z = NO3- for M = Ce(III) and Nd(III)). Nd(III)-L3 complexe exhibit promising catalytic activity towards the aerobic oxidation of p-phenylenediamine (PPD) to the corresponding semi-oxidized form (PPD+). The antimicrobial activity of the complexes under investigations was tested and discussed. The simulated molecular structure and the energy of the formed complexes were performed using chem.-office package program. The relation between the spatial arrangement of the formed complexes and its antimicrobial activity was evaluated.

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8

Pons, J., F. J. Sánchez, A. Labarta, J. Casabó, F. Teixidor, and A. Caubet. "Mixed bridged, dinuclear copper(II) complexes with dinucleating, pyrazole derived ligands." Inorganica Chimica Acta 208, no. 2 (June 1993): 167–71. http://dx.doi.org/10.1016/s0020-1693(00)85117-8.

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9

Han, Yuan, Li Juan Lee, and Han Vinh Huynh. "Pyrazole-Derived Remote Dicarbenes: Versatile Ligands for Di- and Tetranuclear Complexes." Chemistry - A European Journal 16, no. 3 (November 24, 2009): 771–73. http://dx.doi.org/10.1002/chem.200902737.

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10

Rimola, Albert, Mariona Sodupe, Josep Ros, and Josefina Pons. "A Theoretical Study on PdII Complexes Containing Hemilabile Pyrazole-Derived Ligands." European Journal of Inorganic Chemistry 2006, no. 2 (January 2006): 447–54. http://dx.doi.org/10.1002/ejic.200500794.

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11

Joshi, Vijaya S., Vasumati K. Kale, Kashinath M. Sathe, Malay Nandi, Sanjay K. Chowdhury, and Amitabha Sarkar. "Reactivity and structure of new molybdenum ~-allyl complexes containing pyrazole-derived ligands." Proceedings / Indian Academy of Sciences 106, no. 3 (June 1994): 782. http://dx.doi.org/10.1007/bf02911132.

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12

Liu, Ying, Xiuying Yang, Songdong Ding, Zhipeng Wang, Lirong Zhang, Lianjun Song, Zhili Chen, and Xueyu Wang. "Highly Efficient Trivalent Americium/Europium Separation by Phenanthroline-Derived Bis(pyrazole) Ligands." Inorganic Chemistry 57, no. 10 (May 10, 2018): 5782–90. http://dx.doi.org/10.1021/acs.inorgchem.8b00074.

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13

Guerrero, Miguel, José Pérez, Josep Ros, Vicenc Branchadell, Eva Pellicer, Jordi Sort, and Josefina Pons. "Design of New N-polyether Pyrazole Derived Ligands: Synthesis, Characterization and Regioselectivity." Current Organic Synthesis 11, no. 1 (April 2014): 149–55. http://dx.doi.org/10.2174/15701794113106660077.

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14

Pons, J., X. López, E. Benet, J. Casabó, F. Teixidor, and F. J. Sánchez. "Dinuclear μ-pyrazole nickel(II), cobalt(II), cadmium(II) and zinc(II) complexes with dinucleating pyrazole-derived ligands." Polyhedron 9, no. 23 (January 1990): 2839–45. http://dx.doi.org/10.1016/s0277-5387(00)84188-1.

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15

Perez, José A., Vanessa Montoya, José A. Ayllon, Mercè Font-Bardia, Teresa Calvet, and Josefina Pons. "Palladium(II) and platinum(II) complexes with N1-hydroxyethyl-3,5-pyrazole derived ligands." Inorganica Chimica Acta 394 (January 2013): 21–30. http://dx.doi.org/10.1016/j.ica.2012.07.027.

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16

Pons, Josefina, Arafa Chadghan, Jaume Casabó, Angel Alvarez-Larena, Joan Francesc Piniella, and Josep Ros. "Cu(II) complexes with pyrazole-derived ligands. Crystal structure of {[diaquanitrato(3-phenyl-5-(2-pyridyl)pyrazole)]copper(II)} nitrate." Polyhedron 20, no. 19 (August 2001): 2531–36. http://dx.doi.org/10.1016/s0277-5387(01)00858-0.

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17

Xu, Kai, Xin-Qi Hao, Jun-Fang Gong, Mao-Ping Song, and Yang-Jie Wu. "Room Temperature Suzuki Reactions in Aqueous Media under Air by Palladium(II) Complexes with Pyrazole Derived Ligands." Australian Journal of Chemistry 63, no. 2 (2010): 315. http://dx.doi.org/10.1071/ch09383.

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Two new palladium complexes with pyrazole derived ligands 2a–2b have been easily prepared and well characterized by elemental analysis, 1H NMR, 13C NMR, and IR spectra. Their detailed structures are determined by a single-crystal X-ray analysis of 2a. The two compounds were successfully applied to the Suzuki coupling reactions of aryl bromides with phenylboronic acid, in aqueous solution at room temperature under air, giving the desired coupled products in good to excellent yields with catalyst loadings as low as 0.01–0.05 mol-%.

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18

Kufelnicki, Aleksander, Magdalena Woźniczka, Lilianna Chęcińska, Magdalena Miernicka, and Elżbieta Budzisz. "Synthesis and structure of novel copper(II) complexes with pyrazole derived ligands and metal–ligand interaction in solution." Polyhedron 26, no. 12 (July 2007): 2589–96. http://dx.doi.org/10.1016/j.poly.2006.12.043.

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19

Montoya, Vanessa, Josefina Pons, Vicenç Branchadell, and Josep Ros. "Regioselective formation of N-alkyl-3,5-pyrazole derived ligands. A synthetic and computational study." Tetrahedron 61, no. 52 (December 2005): 12377–85. http://dx.doi.org/10.1016/j.tet.2005.09.085.

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20

Chadghan, Arafa, Josefina Pons, Amparo Caubet, Jaume Casabó, Josep Ros, Angel Alvarez-Larena, and Joan Francesc Piniella. "Cobalt(II) complexes with pyrazole-derived ligands: crystal structure of {bis[3-phenyl-5-(2-pyridyl) pyrazole]aquachlorocobalt(II)}chloride monohydrate." Polyhedron 19, no. 7 (April 2000): 855–62. http://dx.doi.org/10.1016/s0277-5387(00)00330-2.

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21

Świtlicka, A., K. Czerwińska, B. Machura, M. Penkala, A. Bieńko, D. Bieńko, and W. Zierkiewicz. "Thiocyanate copper complexes with pyrazole-derived ligands – synthesis, crystal structures, DFT calculations and magnetic properties." CrystEngComm 18, no. 47 (2016): 9042–55. http://dx.doi.org/10.1039/c6ce01739h.

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22

Borodkin, Ya S., E. B. Rusanov, and Yu G. Shermolovich. "Isomeric bis(pyrazolyl)sulfones based on bis(1,1-dihydropolyfluoroalkyl)sulfones. A new type of ligands for metal-polymer complexes with silver cation." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 5 (October 2021): 21–29. http://dx.doi.org/10.32434/0321-4095-2021-138-5-21-29.

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The work is devoted to the methods of synthesis of bis(polyfluoroalkenyl)sulfones and bis(polyfluoromethoxyalkenyl)sulfones as well as to the study of their reactions with diazomethane, resulting in the formation of N-methylated bis(pyrazolyl)sulfones isomers. Methods for the preparation of bis(polyfluoromethoxyalkenyl)sulfones not described previously in the literature have been developed by the addition of triethylamine and trimethylchlorosilane to a solution of the respective bis(polyfluoroalkyl)sulfones and methanol in diethyl ether in an argon atmosphere. A new method for the preparation of a previously unknown bis(3,3-difluoro-2,2-dimethoxypropyl)sulfone was suggested. The reaction occurs at room temperature in methanol in the presence of lithium hydroxide monohydrate. It was found that different regioisomeric bis(polyfluoroalkylpyrazolyl)sulfones are formed when using different methoxy derivatives of bis(polyfluoroalkenyl)sulfones in reaction with diazomethane, depending on the length of the polyfluoroalkyl moiety. These experimental data suggest that the attack of the double bond of methoxy-derived bis(polyfluoroalkenyl)sulfones by a molecule of diazomethane is influenced not only by the presence of an alkoxyl group, but also by the length of the polyfluoroalkyl substituent. The obtained bis(pyrazolyl)sulfones were investigated for the possibility of their use as ligands in the chemistry of metal complexes. It was shown that 5,5'-sulfonylbis[4-(difluoromethyl)-1-methyl-1H-pyrazole] forms a polymeric metal complex with silver nitrate. The results of X-ray structural analysis of the prepared coordination compound are presented. According to these results, the silver atom coordinates with two nitrogen atoms of pyrazole cycles of different molecules in the crystal of the obtained metal-complex compound, forming a supramolecular structure. In our opinion, an important role in this arrangement is played by the nitrate group that is coordinated with two silver atoms. As a result, we observed a supramolecular structure in the crystal that had a spiral structure with some free space in the middle. The paper also presents the results of spectral and X-ray diffraction analysis of a new regioisomeric compound of bis(3-hexafluoropropyl-1-methylpyrazolyl)sulfone.

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23

Jaćimović, Z. K., Z. D. Tomić, G. A. Bogdanović, E. Z. Ivegeš, and V. M. Leovac. "Transition metal complexes with pyrazole-derived ligands. X. [Zn(CH3COO)2L2].2MeOH (L= 3-amino-5-phenylpyrazole)." Acta Crystallographica Section C Crystal Structure Communications 55, no. 11 (November 15, 1999): 1769–71. http://dx.doi.org/10.1107/s0108270199010331.

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24

Mahon, Mary F., John McGinley, and Kieran C. Molloy. "Synthesis and characterisation of metal complexes of pyrazole-derived ligands: crystal structures of three nickel(II) complexes." Inorganica Chimica Acta 355 (November 2003): 368–73. http://dx.doi.org/10.1016/s0020-1693(03)00320-7.

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25

Zhang, Guo-Fang, Qiu-Ping Zhou, Yin-Li Dou, Mai-Hua Yin, and Yao Wang. "Synthesis, structural characterization and catalytic activities of dicopper(II) complexes derived from tridentate pyrazole-based N2O ligands." Applied Organometallic Chemistry 21, no. 12 (2007): 1059–65. http://dx.doi.org/10.1002/aoc.1336.

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26

Jaćimović, Željko K., Sladjana B. Novaković, Goran A. Bogdanović, Gerald Giester, Milica Kosović, and Eugen Libowitzky. "First crystal structures of metal complexes with a 4-nitropyrazole-3-carboxylic acid ligand and the third crystal form of the ligand." Acta Crystallographica Section C Structural Chemistry 75, no. 3 (February 8, 2019): 255–64. http://dx.doi.org/10.1107/s2053229619001244.

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Pyrazole (pz)-derived ligands can, besides exhibiting a strong coordination ability toward different metal ions, exhibit a great diversity in their coordination geometry and nuclearity, which can be achieved by varying the type and position of the pz substituents. The present study reports the synthesis and crystal structure of two binuclear complexes, namely bis(μ-4-nitro-1H-imidazol-1-ide-5-carboxylato)-κ3 N 1,O:N 2;κ3 N 2:N 1,O-bis[aqua(dimethylformamide-κO)copper(II)], [Cu2(C4HN3O4)2(C3H7NO)2(H2O)2], (II), and bis(μ-4-nitro-1H-imidazol-1-ide-5-carboxylato)-κ2 N 1,O:N 2;κ2 N 2:N 1,O-bis[triaquacobalt(II)] dihydrate, [Co2(C4HN3O4)2(H2O)6]·2H2O, (III). These compounds represent rare examples of metal complexes comprising 3,4-substituted pz derivatives as a bridging ligand and also the first crystal structures of transition-metal complexes with ligands derived from 4-nitropyrazole-3-carboxylic acid. Recently, the crystal structures of the same ligand in the neutral and mixed neutral/anionic forms have been reported. We present here the third form of this ligand, where it is present in a fully deprotonated anionic form within a salt, i.e. ammonium 4-nitropyrazole-3-carboxylate, NH4 +·C4H2N3O4 −, (I). Single-crystal X-ray diffraction revealed that in the present complexes, the CuII and CoII centres adopt distorted square-pyramidal and octahedral geometries, respectively. In both cases, the N,N′,O-coordinated pz ligand shows simultaneously chelating and bridging coordination modes, leading to the formation of a nearly planar six-membered M 2N4 metallocycle. In all three crystal structures, the supramolecular arrangement is controlled by strong hydrogen bonds which primarily engage the carboxylate O atoms as acceptors, while the nitro group adopts the role of an acceptor only in structures with an increased number of donors, as is the case with CoII complex (III). The electrostatic potential, as a descriptor of reactivity, was also calculated in order to examine the changes in ligand electrostatic preferences upon coordination to metal ions.

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27

Gupta, Samik, Anil Kumar Barik, Sachindranath Pal, Arijit Hazra, Somnath Roy, Ray J. Butcher, and Susanta Kumar Kar. "Oxomolybdenum(VI) and (IV) complexes of pyrazole derived ONO donor ligands – synthesis, crystal structure studies and spectroelectrochemical correlation." Polyhedron 26, no. 1 (January 2007): 133–41. http://dx.doi.org/10.1016/j.poly.2006.08.001.

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28

Won, Tae-Jin, Jack K. Clegg, Leonard F. Lindoy, and John C. McMurtrie. "Cobalt(II), Copper(II), and Zinc(II) Framework Systems Derived from Ditopic Pyridyl-Acetylacetone and Pyridyl-Pyrazole Ligands." Crystal Growth & Design 7, no. 5 (May 2007): 972–79. http://dx.doi.org/10.1021/cg0700317.

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29

Li, Chen-Yi, Yu-Ling Lien, Jayaramann Vinayagam, Amitabha Datta, Ting-Chia Hu, Chia-Her Lin, and Jui-Hsien Huang. "Synthesis and characterization of copper(I) compounds incorporating pyrazole-derived ligands: A study on carbon–carbon coupling reaction." Inorganica Chimica Acta 435 (August 2015): 327–34. http://dx.doi.org/10.1016/j.ica.2015.07.018.

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30

Perez, Josë Antonio, Josefina Pons, Xavier Solans, Mercè Font-Bardia, and Josep Ros. "Synthesis and characterisation of palladium(II) and platinum(II) compounds containing pyrazole-derived ligands: crystal structure of [PdCl2(HL1)] (HL1=3-phenyl-5-(2-pyridyl)pyrazole)." Inorganica Chimica Acta 358, no. 3 (February 2005): 617–22. http://dx.doi.org/10.1016/j.ica.2004.07.064.

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31

Barik, Anil Kumar, Prasun Bandyopadhyay, and Susanta Kumar Kar. "Copper (II) and nickel (II) complexes of pyrazole derived ligands: Synthesis, characterization and coordinating properties of two substituted thiocarbamyl pyrazoles, 3,5-dimethyl-1-N-methyl/ethyl thiocarbamyl pyrazole (HL1, HL2), potential ligands for biological interest. X-ray crystallographic studies of Ni (L2)2." Polyhedron 18, no. 1-2 (December 1998): 1–6. http://dx.doi.org/10.1016/s0277-5387(98)00241-1.

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32

Teng, Qiaoqiao, Yuchen Lu, Rongmei Zhu, Han Vinh Huynh, and Qi Meng. "Evaluating the electronic properties of ditopic and hetero-ditopic ligands derived from benzimidazole and pyrazole by 13C NMR spectroscopy." Journal of Organometallic Chemistry 923 (September 2020): 121409. http://dx.doi.org/10.1016/j.jorganchem.2020.121409.

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33

Guerrero, Miguel, Roger Pou, Laura Bayés-García, Mercè Font-Bardia, Jordi Sort, Josefina Pons, and José A. Ayllón. "Syntheses, supramolecular architectures and photoluminescence properties of Zn(II) complexes based on 3,5‑dihydroxybenzoic and pyridine/pyrazole derived ligands." Inorganic Chemistry Communications 96 (October 2018): 34–38. http://dx.doi.org/10.1016/j.inoche.2018.07.047.

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34

Zhang, Guo-Fang, Mai-Hua Yin, Yin-Li Dou, Qiu-Ping Zhou, and Jiang-Bo She. "Syntheses and characterization of nickel(II), zinc(II) and palladium(II) complexes derived from three pyrazole-based polydentate ligands." Journal of Coordination Chemistry 61, no. 8 (April 20, 2008): 1272–82. http://dx.doi.org/10.1080/00958970701572394.

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35

Roy, Somnath, Tarak Nath Mandal, Kinsuk Das, Ray J. Butcher, Arnold L. Rheingold, and Susanta Kumar Kar. "Syntheses, characterization, and X-ray crystal structures of two cis-dioxovanadium(V) complexes of pyrazole-derived, Schiff-base ligands." Journal of Coordination Chemistry 63, no. 12 (June 20, 2010): 2146–57. http://dx.doi.org/10.1080/00958972.2010.499457.

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36

Xu, Kai, Xin-Qi Hao, Jun-Fang Gong, Mao-Ping Song, and Yang-Jie Wu. "ChemInform Abstract: Room Temperature Suzuki Reactions in Aqueous Media under Air by Palladium(II) Complexes with Pyrazole Derived Ligands." ChemInform 41, no. 33 (July 24, 2010): no. http://dx.doi.org/10.1002/chin.201033085.

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37

Syahputri, Yulian, Ani Iryani, Linda Jati Kusumawardani, and Shinta Safitri. "Metal Ion Complex Compound Fe(III) with Pyrazoline Derivative Ligand as Cd(II) and Zn(II) Heavy Metal Ion Sensor Based on Fluorescence." JKPK (Jurnal Kimia dan Pendidikan Kimia) 7, no. 2 (August 31, 2022): 234. http://dx.doi.org/10.20961/jkpk.v7i2.55419.

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<p>The purpose of this research is to synthesize the complex compound of ion Fe<sup>3+</sup> with para-di-2-(1-phenyl-3-pyridyl-4,5-dihydro-1H-pyrazole-5-yl)benzene ligand and its potentials as the sensor of Cd<sup>2+</sup> and Zn<sup>2+</sup> heavy metal ions based on fluorescence. Complex compounds are characterized with a Fourier-Transform Infrared (FTIR) Spectrophotometer, Ultraviolet-Visible (UV-Vis) Spectrophotometer and Spectrofluorometer. Then, a complex compound fluorosensor study is conducted by adding Cd<sup>2+</sup> and Zn<sup>2+</sup> heavy metal ions using a UV-Vis Spectrophotometer and Spectrofluorometer. The results show that the synthesis of the complex compound formed by reacting Fe metal and pyrazoline derived ligands generates brown precipitate with a yield of 51.25% and a range of melting points of 252.2-253.2 . The result of characterization with FTIR (cm<sup>-1</sup>) generates 3380.20 (tertiary amine), 2922.31-2852.42 (C-H pyridine), 2360.38 (C=C aromatic), 1595.93-1451.88 (C=N), 1232.25-982.66 (C-N pyrazoline), 751.61-690.29 (C-H aromatic) and 366.54-339.44 (Fe-N). The Uv-Vis spectrophotometer study with a concentration of 5x10<sup>-5 </sup>M showed two absorption peaks at 246 nm, 354 nm, and 440 nm. The resulting fluorescence intensity of 813.1 a.u. at the wavelenght of 500 nm. The study of complex compound fluorescence shows that the addition of Cd<sup>2+</sup> heavy metal ion can be made as fluorosensor with turn-on (enhancement) type, while the complex compound in the addition of Zn<sup>2+</sup> heavy metal ion can be made as fluorosensor with turn off-on (quenching-enhancement) type.</p>

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38

Guerrero, Miguel, Jordi García-Antón, Mar Tristany, Josefina Pons, Josep Ros, Karine Philippot, Pierre Lecante, and Bruno Chaudret. "Design of New N,O Hybrid Pyrazole Derived Ligands and Their Use as Stabilizers for the Synthesis of Pd Nanoparticles." Langmuir 26, no. 19 (October 5, 2010): 15532–40. http://dx.doi.org/10.1021/la1016802.

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39

Budzisz, Elzbieta, Magdalena Malecka, Bernhard K. Keppler, Vladimir B. Arion, Grzegorz Andrijewski, Urszula Krajewska, and Marek Rozalski. "Synthesis, Structure, Protolytic Properties, Alkylating and Cytotoxic Activity of Novel Platinum(II) and Palladium(II) Complexes with Pyrazole-Derived Ligands." European Journal of Inorganic Chemistry 2007, no. 23 (August 2007): 3728–35. http://dx.doi.org/10.1002/ejic.200700139.

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40

Takayama, Tomoaki, Jun Nakazawa, and Shiro Hikichi. "A pseudotetrahedral nickel(II) complex with a tridentate oxazoline-based scorpionate ligand: chlorido[tris(4,4-dimethyloxazolin-2-yl)phenylborato]nickel(II)." Acta Crystallographica Section C Structural Chemistry 72, no. 11 (October 5, 2016): 842–45. http://dx.doi.org/10.1107/s2053229616012183.

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Poly(pyrazol-1-yl)borates have been utilized extensively in coordination compounds due to their high affinity toward cationic metal ions on the basis of electrostatic interactions derived from the mononegatively charged boron centre. The original poly(pyrazol-1-yl)borates, christened `scorpionates', were pioneered by the late Professor Swiatoslaw Trofimenko and have expanded to include various borate ligands with N-, P-, O-, S-, Se- and C-donors. Scorpionate ligands with boron–carbon bonds, rather than the normal boron–nitrogen bonds, have been developed and in these new types of scorpionate ligands, amines and azoles, such as pyridines, imidazoles and oxazolines, have been employed as N-donors instead of pyrazoles. Furthermore, a variety of bis- and tris(oxazolinyl)borate ligands, including chiral ones, have been developed. Tris(oxazolin-2-yl)borates work as facially capping tridentate chelating ligands in the same way as tris(pyrazol-1-yl)borates. In the title compound, [Ni(C21H29BN3O3)Cl], the NiIIion is coordinated by three N atoms from the facially capping tridentate chelating tris(4,4-dimethyloxazolin-2-yl)phenylborate ligand and a chloride ligand in a highly distorted tetrahedral geometry. The Ni—Cl bond length [2.1851 (5) Å] is comparable to those found in a previously reported tris(3,5-dimethylpyrazol-1-yl)hydroborate derivative [2.1955 (18) and 2.150 (2) Å]. The molecular structure deviates fromC3vsymmetry due to the structural flexibility of the tris(4,4-dimethyloxazolin-2-yl)phenylborate ligand.

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41

Guillén, Eva, Asensio González, Pradipta K. Basu, Amrita Ghosh, Mercè Font-Bardia, Teresa Calvet, Carme Calvis, Ramón Messeguer, and Concepción López. "The influence of ancillary ligands on the antitumoral activity of new cyclometallated Pt(II) complexes derived from an ferrocene-pyrazole hybrid." Journal of Organometallic Chemistry 828 (January 2017): 122–32. http://dx.doi.org/10.1016/j.jorganchem.2016.11.031.

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42

Gupta, Samik, Bijan Kumar Paul, Anil Kumar Barik, Tarak Nath Mandal, Somnath Roy, Nikhil Guchhait, Ray J. Butcher, and Susanta Kumar Kar. "Modulation of fluorescence emission of 1-(2-pyridyl) pyrazole derived Schiff base ligands by exploiting their metal ion sensitive binding modes." Polyhedron 28, no. 16 (November 2009): 3577–85. http://dx.doi.org/10.1016/j.poly.2009.07.053.

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43

Mandal, Tarak Nath, Somnath Roy, Samik Gupta, Bijan Kumar Paul, Ray J. Butcher, Arnold L. Rheingold, and Susanta Kumar Kar. "Syntheses, characterization, X-ray crystal structures and emission properties of five oxovanadium(V) complexes with pyridyl/pyrimidyl–pyrazole derived ditopic ligands." Polyhedron 30, no. 9 (May 2011): 1595–603. http://dx.doi.org/10.1016/j.poly.2011.03.018.

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44

Tomić, Zoran D., Željko K. Jaćimović, Vukadin M. Leovac, and Valeria I. Češljević. "Transition metal complexes with pyrazole-derived ligands. XI. [Zn(μ-L)(HL)(OAc)]2(HLis 4-acetyl-3-amino-5-methylpyrazole)." Acta Crystallographica Section C Crystal Structure Communications 56, no. 7 (July 1, 2000): 777–79. http://dx.doi.org/10.1107/s0108270100004881.

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45

Budagumpi, Srinivasa, Renjith P. Johnson, Hongsuk Suh, Chang-Sik Ha, and Il Kim. "Ethylene Oligomerizations by Diazene Bridged Ni(II) Catalysts Derived from Pyrazole-Scaffold-Based Binucleating Ligands with Alkyl and Aryl Pendant Arms." Catalysis Letters 141, no. 8 (May 7, 2011): 1219–27. http://dx.doi.org/10.1007/s10562-011-0618-y.

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Mandal, Tarak Nath, Somnath Roy, Anil Kumar Barik, Samik Gupta, Ray J. Butcher, and Susanta Kumar Kar. "Synthesis and structural characterization of copper(II) and vanadium(V) complexes of pyridyl/pyrimidyl–pyrazole derived Schiff base ligands – Metal specific adjustment of ligand binding mode." Polyhedron 27, no. 15 (October 2008): 3267–74. http://dx.doi.org/10.1016/j.poly.2008.07.024.

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47

Lukić, S. R., V. M. Leovac, A. F. Petrović, S. J. Skuban, V. I. Česljević, and M. M. Garić. "METAL COMPLEXES WITH PYRAZOLE-DERIVED LIGANDS. XIII. SYNTHESIS AND THERMAL STUDIES OF ZN(II) COMPLEXES WITH 3-AMINO-4-ACETYL-5-METHYLPYRAZOLE." Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry 32, no. 5 (November 7, 2002): 873–84. http://dx.doi.org/10.1081/sim-120005608.

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48

Konar, Saugata, Atanu Jana, Kinsuk Das, Sangita Ray, James A. Golen, Arnold L. Rheingold, and Susanta Kumar Kar. "A rare pentanuclear cadmium(II) complex and two new mononuclear zinc(II) complexes of pyrazole derived ditopic ligands – Synthesis, crystal structures and spectral studies." Inorganica Chimica Acta 397 (March 2013): 144–51. http://dx.doi.org/10.1016/j.ica.2012.12.003.

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49

Montoya, Vanessa, Josefina Pons, Xavier Solans, Mercè Font-bardia, and Josep Ros. "Synthesis, spectroscopic properties and structural characterisation of Pd(II) and Pt(II) complexes with 1,3,5-pyrazole derived ligands. Rotation around the metal–N bond." Inorganica Chimica Acta 358, no. 7 (April 2005): 2312–18. http://dx.doi.org/10.1016/j.ica.2004.12.060.

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50

Pons, Josefina, Arafa Chadghan, Jaume Casabó, Angel Alvarez-Larena, Joan Francesc Piniella, Xavier Solans, Mercè Font-Bardia, and Josep Ros. "Ni(II) complexes with pyrazole-derived ligands. Crystal structures of [Ni(HL0)2ClH2O][Ni(HL0)2(H2O)2]Cl3·CH3OH·H2O and [Ni(HL1)2(H2O)2]Br2·2.5DMF (HL0=3-phenyl-5-(2-pyridyl)pyrazole and HL1=3-phenyl-5-(6-methyl-(2-pyridyl))pyrazole." Polyhedron 20, no. 9-10 (April 2001): 1029–35. http://dx.doi.org/10.1016/s0277-5387(01)00760-4.

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