Organotin(IV) N,N-disubstituted dithiocarbamates

Bonati, Flavio; Ugo, R.

doi:10.1016/s0022-328x(00)93085-7

Cited by 496 publications

(97 citation statements)

References 22 publications

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“…All complexes produced a strong thioureide ν(C N) band in the range 1489-1479 cm -1 comparable to previous literature [23], which could be due to the increase of the carbon-nitrogen double bond character as the band is observed at a lower frequency in a free ligand [24]. This phenomenon occurs when electrons are delocalized towards the tin atom upon complexation [3].…”

Section: Synthesissupporting

confidence: 80%

Synthesis and Characterization of Novel Diorganotin(IV) Complexes Derived from N-Methyl-phenethyl Dithiocarbamate and Bis(2-ethoxyethyl) Dithiocarbamate

Pim

Awang²,

Mohamad

et al. 2018

Asian J. Chem.

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Section: Synthesissupporting

confidence: 80%

Synthesis and Characterization of Novel Diorganotin(IV) Complexes Derived from N-Methyl-phenethyl Dithiocarbamate and Bis(2-ethoxyethyl) Dithiocarbamate

Pim

Awang²,

Mohamad

et al. 2018

Asian J. Chem.

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“…According to the criterion of Bonati and Ugo, 18 the presence of a solitary band in the above region is due to symmetrical bidentate coordination of the dithiocarbamato group while the splitting of this band within a narrow range of 20 cm -1 is due to the unsymmetrical monodentate nature of the dithiocarbamato group shown below:…”

Section: Ir Spectramentioning

confidence: 99%

Template synthesis of symmetrical transition metal dithiocarbamates

Siddiqi¹,

Nami²,

Lutfullah³

et al. 2006

J. Braz. Chem. Soc.

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have chlorine bridged distorted-octahedral geometry. It has been observed that the dithiocarbamato moiety is symmetrically bonded in all the cases. A three stage TGA profile is observed for all the complexes leading to the formation of respective metal sulfide as the end-product. The molar conductance of 10 -3 mol L -1 solution of the complexes measured in DMSO is indicative of their non-ionic nature. Keywords: dithiocarbamates, transition metals, thermal analysis, symmetrical bonding IntroductionDithiocarbamates are used to stabilize a wide range of oxidation states of different metal ions. 1 A large number of compounds are known where CS 2 binds in η 1 -end on, η 2 -side or in η 3 -coordination modes. 2-4 The major advantage of using the small bite-angle of dithiocarbamato moiety as a stabilizing chelating ligand, is its unique property to remain intact under a variety of reaction conditions. 5 Nowadays copper(II) dithiocarbamate is successfully used as single source precursor for the growth of semiconducting copper sulfide thin films. 6 The iron(II), iron(III) dithiocarbamates have been studied for their spincrossover phenomenon, 7 radical traps for NO, 8 and as antioxidants and pro-oxidants in biological systems. 9 Diethyl dithiocarbamates are also known to inhibit the activity of Cu/Zn-superoxidedismutase (SOD) through the withdrawal of copper from the protein both in vivo and in vitro. 10 Some dialkyl-substituted dithiocarbamates have proved to be an efficient anti-alkylating, anti-HIV and froth-floatation agents. 11 The optical and electrochemical properties of dithiocarbamates can effectively be used to construct sensors for guest molecules and macromolecules. [12][13][14] In this paper, we report a convenient one-pot synthesis of the transition metal dithiocarbamates via template procedure. In the present work, a condensation reaction was carried out between acetylacetone, ethylenediamine, 108 Siddiqi et al. J. Braz. Chem. Soc. carbon disulfide in a single step leading to the formation of a ring like complex ( Figure 1 and Figure 2). ExperimentalHydrated metal chlorides (BDH) acetylacetone, carbon disulfide (Merck) and ethylenediamine (Ranbaxy) were used as received. Methanol was used after distillation. Elemental analyses (C, H, N and S) were carried out with a Flash EA-1112 Analyser, CE Instrument. IR spectra (4000-400 cm -1 ) were recorded on a FT-IR Perkin-Elmer Spectrum BX as KBr disc while the 600-200 cm -1 range were scanned on CsI on Nexus FT-IR Thermo Nicolet, Madison Wisconsin. The conductivity measurements were carried out with a CM-82T Elico conductivity bridge in DMSO. The electronic spectra were recorded on a Cintra 5GBC spectrophotometer in DMSO. Magnetic susceptibility measurements were done with a Sherwood Scientific MSB Auto at room temperature. TGA/DSC was performed with a Universal V3.8 B TA SDT Q600 Build 51 Thermal Analyzer under nitrogen atmosphere using alumina powder as reference material. The heating rate was maintained at 10 °C min -1 . The metal contents were estimated by...

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“…20 Essa observação foi nítida no caso dos compostos 2, 3 e 5, mas foi dificultada nos demais casos devido à presença de numerosas bandas nessa região. Pelo mesmo motivo, a banda esperada na região de 470 e 400 cm -1 , correspondente a uma possível ligação Sn-N, e as bandas de estiramento assimétrico (610-500 cm -1 ) e simétrico (530-450 cm -1 ) da ligação Sn-C, 5 não puderam ser atribuídas.…”

Section: Resultados E Discussão Químicaunclassified

Tetraphenylphosphonium and Tris (1.10-PHENANTHROLINE) Iron(ii) Salts of Anionic Complexes of Dibutyltin(iv) With Dithiocarbimates: Synthesis, Characterization and Antifungal Activity

Bottega¹,

Oliveira²,

Rubinger³

et al. 2016

Química Nova

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4 P = tetraphenylphosphonium, R = CH 3 (1), C 2 H 5 (2) and C 4 H 9 (3); Fe(phen) 3 = tris(1,10-phenanthroline) iron(II), R = CH 3 (4), C 2 H 5 (5) and C 4 H 9 (6)] were synthetized from potassium dithiocarbimates (RSO 2 N=CS 2 K 2 .H 2 O) in reaction with dichlorobis-n-butyltin(IV) and tetraphenylphosphonium chloride (1)(2)(3) in N,N-dimethylformamide or tris(1,10-phenanthroline) iron(II) (4-6) in methanol. The new compounds were characterized by elemental analysis of Fe and Sn, and by vibrational, Mössbauer and nuclear magnetic resonance of 1 H, 13C and 119 Sn spectroscopies. High-resolution mass spectra in the negative and positive modes were also obtained. The elemental analyses and the exact masses obtained for the cations and the complex anions were consistent with the proposed formulae. The Mössbauer spectroscopic data were consistent with the presence of tin(IV) with coordination numbers between 4 and 5 (compounds 1-6), and of hexacoordinated iron(II) (compounds 4-6). The INTRODUÇÃOOs ditiocarbamatos (DTC) formam uma importante classe de ligantes aniônicos cujos complexos metálicos apresentam diversas aplicações, tais como fungicidas, aceleradores da vulcanização da borracha e como precursores sintéticos para a deposição de nanopartículas de sulfetos metálicos. Devido à dupla carga negativa dos ânions ditiocarbimato, frequentemente seus complexos são aniônicos. Isso permite uma grande versatilidade desses compostos porque o contraíon também pode ser importante para a atividade. Esse fato tem sido explorado em alguns trabalhos ficando demonstrado que a presença dos contraíons tetrafenilfosfônio e tris(1,10-fenantrolina)ferro(II) foi importante para a atividade de sais de complexos de zinco com ditiocarbimatos. 6,7 O gênero de fungos Botrytis, agente causal do mofo cinzento, é responsável por diversas doenças em plantas ornamentais, frutíferas e oleráceas. A espécie Botrytis cinerea é responsável pela podridão em culturas de importância econômica como morango, uva e tomate.8 Colletotrichum acutatum é o agente causal da podridão floral dos citrus, que afeta flores e frutos de quase todas as variedades de interesse comercial. Em morangueiros, C. acutatum é responsável pela doença conhecida como flor preta, em decorrência da secagem e escurecimento das flores nas plantas afetadas. Além das flores, lesões também atingem frutos e, ocasionalmente, o rizoma, causando murcha e morte das plantas. A podridão amarga, doença de maior importância na cultura da macieira, também é resultado da infecção por C. acutatum. 9-11Tendo em vista essas considerações, este trabalho descreve a síntese de seis novos sais com ânions complexos de dibutilestanho(IV) com ditiocarbimatos e os cátions: tetrafenilfôsfonio e tris(1,10-fenantrolina)ferro(II), de fórmulas gerais: (Ph 4 P) 2 [Sn(Bu) 2 (RSO 2 N=CS 2 ) 2 ] e [Fe(phen) 3 ][Sn(Bu) 2 (RSO 2 N=CS 2 ) 2 ] [Ph 4 P = cátion tetrafenil fosfônio, R = CH 3 (1), C 2 H 5 (2) e C 4 H 9 (3); Fe(phen) 3 = cátion tris(1,-10-fenantrolina)ferro(II), R = CH 3 (4), C 2 H 5 (5) e C 4 H 9 (6)]. Desc...

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Organotin(IV) N,N-disubstituted dithiocarbamates

Cited by 496 publications

References 22 publications

Synthesis and Characterization of Novel Diorganotin(IV) Complexes Derived from N-Methyl-phenethyl Dithiocarbamate and Bis(2-ethoxyethyl) Dithiocarbamate

Synthesis and Characterization of Novel Diorganotin(IV) Complexes Derived from N-Methyl-phenethyl Dithiocarbamate and Bis(2-ethoxyethyl) Dithiocarbamate

Template synthesis of symmetrical transition metal dithiocarbamates

Tetraphenylphosphonium and Tris (1.10-PHENANTHROLINE) Iron(ii) Salts of Anionic Complexes of Dibutyltin(iv) With Dithiocarbimates: Synthesis, Characterization and Antifungal Activity

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