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URI permanente para esta coleçãohttps://locus.ufv.br/handle/123456789/11800
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Item Nickel complexes with phosphines and N-R-sulfonyldithiocarbimates ligands: New antifungals for the control of Hemileia vastatrix and Phakopsora pachyrhizi(Inorganica Chimica Acta, 2019-02-24) Vidigal, Antonio E. C.; Rubinger, Mayura M. M.; Queiroz, Luan F. de; Silva, Lucas F. da; Zambolim, Laércio; Guilardi, Silvana; Souza, Rafael A. C.; Ellena, Javier; Wetler, Emiliana B.; Oliveira, Marcelo R. L.Nickel(II) complexes of general formula [Ni(RSO2N = CS2)(PPh3)2] (2a–h) or [Ni(RSO2N = CS2)dppe] (3a–h), where R = methyl (a), ethyl (b), butyl (c), octyl (d), phenyl (e), 4-isopropylphenyl (f), 4-tert-butylphenyl (g), 2-naphthyl (h), PPh3 = triphenylphosphine and dppe = 1,2-bis(diphenylphosphine)ethane were prepared, from which six are new substances (2f–h and 3f–h). The new compounds were characterized by elemental analysis of C, H, N and Ni, and by IR, UV–Vis and 1H, 13C and 31P NMR spectroscopies. The data were consistent with the formation of square planar nickel(II) complexes with mixed ligands, what was confirmed by single crystal X-ray diffraction studies on compounds 2f and 2h. These complexes present intramolecular NiHC anagostic interactions. All complexes inhibited the germination of Hemileia vastatrix and Phakopsora pachyrhizi, the causal agents of devastating diseases on soybean and coffee cultures. The most active compounds presented IC90 values as low as 405 µM against H. vastatrix, and 280 μM against P. pachyrhizi. Thus, the title compounds are target molecules for the development of new agrochemicals against the Asian soybean rust and Coffee leaf-rust diseases.Item Preparation, crystal structure and spectroscopic characterization of nickel(II) complexes with dithiocarbimate derivated of sulfonamides(Polyhedron, 2006-07-10) Oliveira, Marcelo R. L.; Franca, Eduardo de Faria; Guilardi, Silvana; Andrade, Renato Pereira de; Lindemann, Renata Hernandez; Amim Jr., Jorge; Ellena, Javier; Bellis, Vito M. de; Rubinger, Mayura M. M.This work describes the syntheses of three compounds containing [Ni(RSO2N=CS2)2]^2 anions: (Bu4N)2[Ni(CH3CH2SO2N=CS2)2] (1), (Bu4N)2[Ni(4-IC6H4SO2N=CS2)2] (2) and (Bu4N)2[Ni(2,5-Cl2C6H3SO2N=CS2)2] (3). They were obtained in the crystalline form by the reaction of the appropriate potassium N-R-sulfonyldithiocarbimate (RSO2N=CS2K2) with nickel(II) chloride hexahydrate in methanol/water. Elemental analyses were consistent with the proposed formulae. UV–Vis and IR data are consistent with the formation of nickel–sulfur diamagnetic planar complexes. The 1H NMR and 13C NMR spectra showed the expected signals for the tetrabutylammonium cation and the dithiocarbimate moieties. Single crystal structure analyses showed that 1 crystallizes in the monoclinic space group P21/n, 2 crystallizes in the monoclinic space group P21/c and 3 crystallizes in the triclinic space group Pī. In these compounds the Ni. atom is coordinated to four S atoms in a distorted square plane geometry due to the asymmetric bidentade chelation by each ligand.Item Tetraphenylphosphonium allyldithiocarbimates derived from Morita- Baylis-Hillman adducts: Synthesis, characterization, crystal structure and antifungal activity(Journal of Molecular Structure, 2016-02-15) Tavares, Eder C.; Rubinger, Mayura M. M.; V. Filho, Eclair; Oliveira, Marcelo R. L.; Piló-Veloso, Dorila; Ellena, Javier; Guilardi, Silvana; Souza, Rafael A. C.; Zambolim, LaércioBotrytis blight is a very destructive disease caused by Botrytis spp., infecting flowers, trees, vegetables and fruits. Twelve new compounds were prepared by the reaction of potassium N-aryl-sulfonyldithiocarbimates with Morita-Baylis-Hillman derivatives bearing phenyl and furyl groups. These are the first examples of allyldithiocarbimate anions and were isolated as tetraphenylphosphonium salts. The new compounds were characterized by HRMS, NMR and Infrared spectroscopy. Further, the structures of three allyldithiocarbimates were determined by single crystal X-ray diffraction. The compounds are isostructural and crystallize in the space group P21/c of the monoclinic system, and the allyldithiocarbimate anions present Z configuration. All the compounds were active against Botrytis cinerea. The best results were achieved with the tetraphenylphosphonium (Z)-3-(furan-2-yl)-2-(methoxycarbonyl)allyl-(4-chlorophenylsulfonyl)dithiocarbimate (IC50 38 μM).Item Syntheses, characterization and antifungal activity of heteroleptic nickel(II) complexes with N-alkylsulfonyldithiocarbimates and phosphines(Journal of Molecular Structure, 2016-06-15) Vidigal, Antonio E. C.; Rubinger, Mayura M. M.; Oliveira, Marcelo R. L.; Guilardi, Silvana; Souza, Rafael A. C.; Ellena, Javier; Zambolim, LaercioFour nickel(II) complexes of general formula [Ni(RSO2NCS2) (PPh3)2] where R = CH3 (2a), CH3CH2 (2b), CH3(CH2)3 (2c) and CH3(CH2)7 (2d) and PPh3 = triphenylphosphine; and two nickel(II) complexes of general formula [Ni(RSO2NCS2)dppe] where R = CH3(CH2)3 (3c) and CH3(CH2)7 (3d) and dppe = 1,2-bis(diphenylphosphine)ethane) were prepared. These new complexes were obtained by the reaction of nickel(II) chloride hexahydrate with potassium N-alkylsulfonyldithiocarbimates and the appropriate phosphine using ethanol/water as solvent. The IR, UV–Vis and ^1 H, ^13 C and ^31 P NMR spectra, elemental analysis of Ni and the HR-ESI-MS were consistent with the formation of square planar nickel(II) complexes with mixed ligands. The structures of the compounds 2b and 2c were determined by single crystal X-ray diffraction. The compounds are isostructural and crystallize in the space group P of the triclinic system. The activities of the complexes were investigated in vitro against Botrytis cinerea, Colletotrichum acutatum and Alternaria solani, fungi species that affect various commercially important plants. All the complexes were active.Item Syntheses, characterization and antifungal activity of novel dimethylbis(N-R-sulfonyldithiocarbimato)stannate(IV) complexes(Elsevier Journal of Molecular Structure, 2017-02-05) Bomfim Filho, Lucius F. O.; Oliveira, Marcelo R. L.; Miranda, Liany D. L.; Vidigal, Antonio E. C.; Guilardi, Silvana; Souza, Rafael A. C.; Ellena, Javier; Ardisson, José D.; Zambolim, Laércio; Rubinger, Mayura M. M.Four new complexes of the general formula: Ph4P)2[Sn(CH3)2(RSO2NCS2)2], where Ph4P = tetraphenylphosphonium cation and R = CH3, (1), CH3CH2 (2), C6H5 (3), 4-FC6H4 (4), were prepared by the reaction of the appropriate potassium N-R-sulfonyldithiocarbimates, K2(RSO2NCS2), and tetraphenylphosphonium chloride with dimethyltin dichloride. The compounds 1–4 were characterized by 1H, 13C and 119Sn NMR, 119Sn Mössbauer, vibrational spectroscopy and by elemental analyses of C, H, N and Sn. The crystal structure of 1 was determined by X-ray diffraction techniques. The in vitro antifungal activity of the tin(IV) complexes were evaluated against the fungi Rhizoctonia solani and Botrytis cinerea by the Poisoned food test. The new compounds showed comparable activities to the fungicides manzate and ziram.