Synthesis and Reactions of Thioether-Thiolate Compounds of 1,3-Dithiole-2-thione-4,5-dithiolate (dmit)

Zeltner, Stephan; Olk, Ruth‐Maria; Wagner, Michael R.; Olk, B.

doi:10.1055/s-1994-25711

Cited by 17 publications

(6 citation statements)

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“…The geometric parameters involving the dmit ring are similar to those found in 2-5 and its metal derivatives [7]. It is clear that all three molecules are virtually identical with, for example, C--S thione , C--S thiole , C dithole --S thiolato and disulphide S--S bond lengths in the narrow ranges 1.623(4)-1.647 (6) The unit cell of 6X is shown in Fig. 4 in which the molecules, seen here as crescent shaped, create channels centred on 3 = 4 , 1 = 4 , z and 1 = 4 , 3 = 4 , z running in the direction of c.…”

Section: Crystal Structuressupporting

confidence: 61%

“…The controlled reaction of the known caesium 4-benzoylthio-1,3-dithiole-2-thione-5-thiolate [6], with iodine using a 1 : 1 mole ratio of reagents gave 6, isolated in a moderate yield, Eq. (1).…”

Section: Synthesismentioning

confidence: 99%

“…Methanol was dried and distilled under argon prior to use. The starting reagent caesium 4-benzoylthio-1,3-dithiole-2-thione-5-thiolate was prepared following the procedure described by Olk et al [6]. Symmetry codes: (i) x, Ày þ 3 = 2 , z þ 3 = 2 ; (ii) x, Ày þ 3 = 2 , z þ 1 = 2 ; (iii) x, y, z À 1.…”

Section: Generalmentioning

confidence: 99%

“…In order to investigate more fully these S--S linked [C 3 S 5 --C 3 S 5 ] derivatives, we have carried out the controlled oxidation of caesium 4-benzoylthio-1,3-dithiole-2-thione-5-thiolate [6] using iodine as oxidant and have obtained bis(4-benzoylthio-1,3-dithiole-2-thione)-5,5-disulphide, 6, in two polymorphic forms, designated 6X and 6Y. The structures of these polymorphs are compared in this article.…”

Section: Introductionmentioning

confidence: 99%

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Two polymorphs of bis(4-benzoylthio-1,3-dithiole-2-thione)-5,5′-disulphide

Comerlato

Carreira

Howie

et al. 2010

Zeitschrift Für Kristallographie

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4-benzoyl-1,3-dithiole-5-thiolate / Polymorphs / dmit species / X-ray diffraction / Single crystal structure analysis Abstract. Reaction of caesium 4-benzoyl-1,3-dithiole-2-thione-5-thiolate with iodine produced bis(4-benzoylthio-1,3-dithiole2-thione)-5,5 / -disulfide, 6. Compound, 6 has been obtained in two crystalline forms, on recrystallisation from different organic solvent systems, designated 6X with space group P2 1 /c and 6Y with space group P2 1 . Two enantiomers of the molecule of 6 are observed but both polymorphs are racemates, 6X because of the centrosymmetric space group P2 1 /c and 6Y because of the presence of both enantiomers in the bimolecular asymmetric unit. The polymorphs differ in molecular packing, the resulting intermolecular contacts and the disposition of the enantiomers. In 6X the enantiomers are found in separate stacks of face to face molecules which combine to create channels containing intermolecular C--H Á Á Á O hydrogenbonds along with p Á Á Á p overlap of rings within and between the stacks. In 6Y the enantiomers are found in separate chains with intermolecular C--H Á Á Á S hydrogen-bonds providing connnectivity within and between the chains and, overall, two-dimensional connectivity in well defined layers of molecules. Stacking of the layers creates stacks of face to face molecules similar to, but less regular than those observed in 6X, in which the enantiomers alternate along the length of the stack.

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Section: Crystal Structuressupporting

confidence: 61%

Section: Synthesismentioning

confidence: 99%

Section: Generalmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Two polymorphs of bis(4-benzoylthio-1,3-dithiole-2-thione)-5,5′-disulphide

Comerlato

Carreira

Howie

et al. 2010

Zeitschrift Für Kristallographie

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“…To a stirred chloroform solution (50 mL) of 4-(benzoylthio)-5-(methylthio)-2-thioxo-1,3-dithiole [27] (10 mmol, 3.16 g) (for 1a) or 1-(benzoylthio)-1,2-dicyano-2-(methylthio)ethene [28] (2.60 g) (for 1b) was added cesium hydroxide hydrate (10 mmol, 1.70 g) in methanol (10 mL). After about 1 min, the cesium thiolates started to separate.…”

Section: Cesium 4-(methylthio)-2-thioxo-13-dithiole-5-thiolate (1a) mentioning

confidence: 99%

Syntheses and Crystal Structures of Coinage Metal Thioether-Thiolato Complexes

Zeltner

Jelonek

Sieler

et al. 2001

Eur. J. Inorg. Chem.

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Keywords: Sulfur ligands / Copper / Silver / GoldCopper(I), silver(I), and two gold(I) complexes of the type (Ph 3 P) n M(L) [n = 1, 2, 3; L = 4-(methylthio)-2-thioxo-1,3-dithiole-5-thiolate (L a ), 1,2-dicyano-1-(methylthio)ethene-2-thiolate (L b )] have been synthesized. The molecular structure of these complexes was determined by X-ray crystallography and shows differences in the coordinated sulfur atoms as well as in the coordination geometry of these (Ph 3 P) n M(L) com-

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Aza-Crown Tetrathiafulvalene Derivatives: Synthesis, X-ray Structure, and Metal Complexation Study

Derf

Sallé²,

Mercier

et al. 1998

Eur. J. Org. Chem.

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The synthesis of new aza‐macrocyclic tetrathiafulvalene (TTF) derivatives is described, with a view to limiting the structural distortion of the redox‐active TTF moiety and to favour metal complexation. An X‐ray diffraction determination of one of these crown systems is provided. The electrochemical properties of these redox‐active macrocyclic ligands are studied by cyclic voltammetry. Their complexing ability towards silver ions is evaluated by FAB mass spectrometry.

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Synthesis and Reactions of Thioether-Thiolate Compounds of 1,3-Dithiole-2-thione-4,5-dithiolate (dmit)

Cited by 17 publications

References 0 publications

Two polymorphs of bis(4-benzoylthio-1,3-dithiole-2-thione)-5,5′-disulphide

Two polymorphs of bis(4-benzoylthio-1,3-dithiole-2-thione)-5,5′-disulphide

Syntheses and Crystal Structures of Coinage Metal Thioether-Thiolato Complexes

Aza-Crown Tetrathiafulvalene Derivatives: Synthesis, X-ray Structure, and Metal Complexation Study

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