Dibrommethylsulfoniumsalze – Darstellung und Kristallstruktur [1]

Minkwitz, R.; Prenzel, H.; Werner, A.; Preut, H.

doi:10.1002/zaac.19885620106

Cited by 17 publications

(9 citation statements)

References 20 publications

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“…For twoor threecoordinate sulfur compounds, S-Br structural data have been reported wherein S is also bonded to C, Si, N, O, or another S. For the few which appear to contain discrete S-Br bonds, those bond lengths are in the range of 2.162(6)-2.255(5) Á.42•44•48•51-53 (Some of these were gas phase measurements.) The range broadens considerably to 2.136(5)-2.449(3) Á for those compounds which also contain charge transfer, ionic, or other contributory influences on the S-Br bond length.17 [54][55][56][57][58][59][60][61] For \V2SBr, there are no significant intermolecular interactions; the Br The structure of [M02SI3],, is substantially different from that of \V2SBr and from those of the prior molybdenum derivatives, 3. This is true of the M02 dimer portion itself and of the polymeric nature of the S-I-I-I-S link; these two results are presented separately.…”

Section: Photolysis Of [Mo2si3]" Gave An Equilibrium Mixture Of 67%mentioning

confidence: 99%

Halogenation at a Dimolybdenum(V) and Ditungsten(V) Sulfur Bridge: Metallosulfenyl Halides M2(.mu.-SX) and [M2(.mu.-SX3)]n. Charge-Transfer Interactions

Lee¹,

Sampson²,

Richardson³

et al. 1995

Inorg. Chem.

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The reactions of halogens at anionic, radical, and neutral bridge sulfur sites within M2S2 cores of various [M2-(NAr)2(S2P(0Et)2)2(«-S)2(M-02CMe)] compounds (M = Mo, W) produced covalent halosulfide ligands. Complexes containing the W2(m-SX) unit were obtained for X = Cl, Br, and I; trihalide polymers of [M2(m-SX3)]" units were obtained for M = W or Mo and X = Br or I. These latter compounds engaged in depolymerization equilibria in solution. The derivative containing the structural unit [Mo2(«-Sl3)]" undergoes photolysis in fluorescent light to I2 and a disulfide of the type M02S-SM02. Crystallography of the W2(ti-SBr) product clearly revealed the discrete bromosulfide bridge ligand, µ-SBr. Crystallography of the [Mo2(m-SI3)]" product revealed SX3S3ligands which interconnected the Mo2 structural units into one-dimensional polymer chains. Simple charge transfer interactions between metallosulfur sites of various derivatives and iodine were also observed.

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Section: Photolysis Of [Mo2si3]" Gave An Equilibrium Mixture Of 67%mentioning

confidence: 99%

Halogenation at a Dimolybdenum(V) and Ditungsten(V) Sulfur Bridge: Metallosulfenyl Halides M2(.mu.-SX) and [M2(.mu.-SX3)]n. Charge-Transfer Interactions

Lee¹,

Sampson²,

Richardson³

et al. 1995

Inorg. Chem.

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“…The strong electrostatic attraction between the counter‐ions significantly contributes to this small separation. It is interesting to note that S⋅⋅⋅F distances are shorter in PAKPUM and SUDKOR (X=F) than in VAWCEB (X=Cl) consistent with the lower electronegativity of chlorine with respect to fluorine. Bromine and methyl are less electronegative than chlorine and trifluoromethyl and in GINBIO (X=Br) only two of the directional S⋅⋅⋅F contacts are below the sum of fluorine and sulfur van der Waals radii.…”

Section: Resultsmentioning

confidence: 95%

Charge‐Assisted Chalcogen Bonds: CSD and DFT Analyses and Biological Implication in Glucosidase Inhibitors

Galmés

Juan-Bals

Frontera

et al. 2020

Chemistry A European J

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This study reports a combined Cambridge Structural Database and theoretical DFT study of charge assisted chalcogen bonds involving sulfonium, selenonium, and telluronium cations. The chalcogen bond has been recently defined by IUPAC as the net attractive interaction between an electrophilic region associated with a chalcogen atom in a molecular entity and a nucleophilic region in another, or the same, molecular entity. Divalent chalcogen atoms typically have up to two σ‐holes and forms up to two ChBs; the same holds for tetravalent chalcogens which adopt a seesaw arrangement. In sulfonium, selenonium, and telluronium salts chalcogen atoms form three covalent bonds, three σ‐holes are located opposite to these bonds, and up to three charge assisted ChBs can be formed between these holes and the counterions. The covalent bond arrangement around these chalcogen atoms is similar to trivalent pnictogen atoms and translates into a similar pattern of noncovalent interactions. We have found and studied this type of charge‐assisted chalcogen bonds in various sulfonium ion‐containing inhibitors of glucosidase, for example, salacinol and kotalanol.

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“…[16] Notably, the fluoroxenonium salts [FXe][AsF6] and [FXe][SbF6] have been used for the direct fluorination of alkylsulfides and 1,3dithietanes to deliver the corresponding fluorosulfonium salts. [17] This strategy failed to afford the direct fluorination of DMSO or its perfluorinated analog (F3C)2SO. [18] We were nevertheless interested in the potential of fluoroxenonium salts as strong oxidants and electrophilic fluorination reagents for the direct conversion of sulfoxides into fluorosulfoxonium salts.…”

Section: Resultsmentioning

confidence: 99%

One‐step Oxidative Monofluorination of Electron‐Deficient Sulfoxides to Access Highly Lewis Acidic Sulfur(VI) Cations

Berreur

Diez‐Varga

Manel

et al. 2022

Chemistry A European J

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The strongly oxidizing, powerful electrophilic fluorination reagent [FXe][OTf] is shown to effect direct oxidative monofluorination of sulfoxides. This one-step, chloride promoter-free methodology provides access to so far inaccessible, yet highly desirable strongly Lewis acidic fluorosulfoxonium cations from electron-deficient and/or sterically demanding sulfoxides that are shown to be practically unreactive towards the previously reported XeF2/NEt4Cl system. Experimental and density functional theory studies have been conducted to assess the Lewis acidities of the prepared sulfur(VI) cations. Preliminary results obtained with chiral sulfoxides provide early insights into the mechanism of these fluorination reactions.

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Dibrommethylsulfoniumsalze – Darstellung und Kristallstruktur [1]

Cited by 17 publications

References 20 publications

Halogenation at a Dimolybdenum(V) and Ditungsten(V) Sulfur Bridge: Metallosulfenyl Halides M2(.mu.-SX) and [M2(.mu.-SX3)]n. Charge-Transfer Interactions

Halogenation at a Dimolybdenum(V) and Ditungsten(V) Sulfur Bridge: Metallosulfenyl Halides M2(.mu.-SX) and [M2(.mu.-SX3)]n. Charge-Transfer Interactions

Charge‐Assisted Chalcogen Bonds: CSD and DFT Analyses and Biological Implication in Glucosidase Inhibitors

One‐step Oxidative Monofluorination of Electron‐Deficient Sulfoxides to Access Highly Lewis Acidic Sulfur(VI) Cations

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