5706-64-9Relevant academic research and scientific papers
New allyldithiocarbimate salts: Synthesis, structure and antifungal activity
Albuini-Oliveira, Nathália M.,Alvarez, Natalia,Ellena, Javier,Guilardi, Silvana,Lima, Marcelo S.,Rubinger, Mayura M. M.,Souza, Rafael A. C.,Tavares, Eder C.,Vidigal, Antonio E. C.,Zacchi, Carlos H. C.,Zambolim, Laercio
, (2020/04/21)
Fifteen new allyldithiocarbimates were prepared from different allylic bromides and various potassium dithiocarbimates, yielding (Z)-2-(methoxycarbonyl)-3-(X-nitrophenyl)allyl-(N-R-sulfonyl)dithiocarbimates (where X = 2, 3 and 4; R = phenyl, 4-fluorophenyl, 4-chlorophenyl, 4-bromophenyl and 4-iodophenyl). These anions were isolated as tetraphenylphosphonium salts and characterized by HRMS, infrared, 1H and 13C NMR spectroscopies. Molecular electrostatic potentials were used to evaluate intermolecular interactions present in the new substances and to explain variations observed on their melting points. Single crystal X-ray diffraction experiments confirmed the Z stereochemistry of the allyldithiocarbimate anions. C–H?O, C–H?N, C–H?S and C–H?π intermolecular interactions in the solid state were studied by X-ray diffraction and Hirshfeld surface analyses. The new compounds inhibited the mycelial growth of various fungi species responsible for severe plant diseases. The allylithiocarbimates were especially active against Botrytis cinerea, with IC50 values as low as 20 μM, being more effective than the active principals of the commercial fungicides Ziram and Mancozeb.
Nickel complexes with phosphines and N-R-sulfonyldithiocarbimates ligands: New antifungals for the control of Hemileia vastatrix and Phakopsora pachyrhizi
Vidigal, Antonio E.C.,Rubinger, Mayura M.M.,de Queiroz, Luan F.,da Silva, Lucas F.,Zambolim, Laércio,Guilardi, Silvana,Souza, Rafael A.C.,Ellena, Javier,Wetler, Emiliana B.,Oliveira, Marcelo R.L.
, p. 724 - 732 (2018/12/11)
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 Ni–H–C 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.
Novel rhenium(V) nitride complexes with dithiocarbimate ligands – A synchrotron X-ray and DFT structural investigation
Perils, Joanne,Cortezon-Tamarit, Fernando,Kuganathan, Navaratnarajah,Kociok-K?hn, Gabriele,Dilworth, Jonathan R.,Pascu, Sofia I.
, p. 142 - 149 (2017/12/11)
The application of rhenium complexes as therapeutic agents in nuclear medicine has propelled research into the chemistry of these compounds. In our effort to develop and investigate new therapeutic radiopharmaceuticals based on the complexes of rhenium we
Tetraphenylphosphonium allyldithiocarbimates derived from Morita-Baylis-Hillman adducts: Synthesis, characterization, crystal structure and antifungal activity
Tavares, Eder C.,Rubinger, Mayura M.M.,Filho, Eclair V.,Oliveira, Marcelo R.L.,Piló-Veloso, Dorila,Ellena, Javier,Guilardi, Silvana,Souza, Rafael A.C.,Zambolim, Laércio
, p. 130 - 140 (2015/11/18)
Botrytis 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
Syntheses, crystal structure, spectroscopic characterization and antifungal activity of novel dibutylbis(N-R-sulfonyldithiocarbimato)stannate(IV) complexes
Dias, Letícia C.,Rubinger, Mayura M.M.,Barolli, Jo?o P.,Ardisson, José D.,Mendes, Isolda C.,De Lima, Geraldo M.,Zambolim, Laércio,Oliveira, Marcelo R.L.
, p. 30 - 36 (2013/01/15)
Five new complexes of the general formula: (Ph4P) 2[Sn(Bu)2(RSO2NCS2)2], where Ph4P = tetraphenylphosphonium cation, Bu = n-butyl and R = C6H5 (1), 4-FCsub
Synthesis, X-ray crystal structures and properties of complex salts and sterically crowded heteroleptic complexes of group 10 metal ions with aromatic sulfonyl dithiocarbimates and triphenylphosphine ligand
Singh, Nanhai,Singh, Bandana,Thapliyal, Kamlesh,Drew, Michael G.B.
experimental part, p. 3589 - 3596 (2011/02/16)
Two new complex salts of the form (Bu4N)2[Ni(L) 2] (1) and (Ph4P)2[Ni(L)2] (2) and four heteroleptic complexes cis-M(PPh3)2(L) [M = Ni(II) (3), Pd(II) (4), L = 4-CH3OC6H4SO 2NCS2] and cis-M(PPh3)2(L′) [ M = Pd(II) (5), Pt(II) (6), L′ = C6H5SO 2NCS2] were prepared and characterized by elemental analyses, IR, 1H, 13C and 31P NMR and UV-Vis spectra, solution and solid phase conductivity measurements and X-ray crystallography. A minor product trans-Pd(PPh3)2(SH) 2, 4a was also obtained with the synthesis of 4. The NiS4 and MP2S2 core in the complex salts and heteroleptic complexes are in the distorted square-plane whereas in the trans complex, 4a the centrosymmetric PdS2P2 core is perforce square planar. X-ray crystallography revealed the proximity of the ortho phenyl proton of the PPh3 ligand to Pd(II) showing rare intramolecular C-H?Pd anagostic binding interactions in the palladium cis-5 and trans-4a complexes. The complex salts with σrt values ~10-5 S cm-1 show semi-conductor behaviors. The palladium and platinum complexes show photoluminescence properties in solution at room temperature.
Synthesis of 5,6-Dihydro-4H-1,3,5-dithiazines, 2,3-Dihydro-6-thioxo-6H-1,3-thiazine, and 6-Amino-1,3-dithiins
Howes, P.D.,Payne, J.J.,Pianka, M.
, p. 1038 - 1044 (2007/10/02)
Dithiolates (1) or (2), derived from compounds containing an active methylene or a sulphonamido-group, carbon disulphide and sodium or potassium hydroxide, underwent a Mannich reaction with formaldehyde and a primary amine to form 5,6-dihydro-1,3,5-dithiazines (3) or (4).The dithiolate (12), derived from ethyl acetoacetate, cyclised under the above conditions to ethyl 2,3-dihydro-3,4-dimethyl-6-thioxo-6H-1,3-thiazine-5-carboxylate (18).The dithiolates (20), derived from cyanoacetic ester, or (10), derived from acetophenone, interacted with formaldehyde and cyanoacetic esters or with 2-cyanoacrylates to form 6-amino-1,3-dithiins (26) or iminodithians (28).Methyl 6-amino-2--1,3-dithiin-5-carboxylate (26; R1=Et, R2=Me) formed N-acyl derivatives with aliphatic acid chlorides.On oxidation the dithiin (26; R1=Et, R2=Me) contracted to ethyl 2-cyano-2-(4-cyano-1,3-dithiolan-5-ylidene)acetate (31).
