Ueber Umwandlung des Diphenylsulfons in Diphenylsulfid und Diphenylselenid

Krafft, F.; Vorster, W.

doi:10.1002/cber.18930260393

Cited by 32 publications

(11 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…All reactions and manipulations were performed under a pure dinitrogen atmosphere using either modified Schlenk techniques or an inert atmosphere box. The compounds PhIO, PhI 18 O, and Ph 2 SeO were prepared by literature methods. Other reagents were of commercial origin and were used as received.…”

Section: Methodsmentioning

confidence: 99%

Synthesis, Structures, and Oxo Transfer Reactivity of Bis(dithiolene)tungsten(IV,VI) Complexes Related to the Active Sites of Tungstoenzymes

et al. 1998

View full text Add to dashboard Cite

A series of bis(dithiolene)tungsten(IV,VI) complexes derived from benzene-1,2-dithiolate (bdt) has been prepared as an synthetic approach to pterin dithiolene-bound active sites of tungstoenzymes, one example of which, a archaeal oxidoreductase, has been established crystallographically (Chan et al. Science 1995, 267, 1463). With [WIVO(bdt)2]2- (2) as the starting compound, silylation with RR‘2SiCl afforded [WIV(bdt)2(OSiRR‘2)]1- (4). Oxidation of 4 with Me3NO gave [WVIO(bdt)2(OSiRR‘2)]1- (5), also accessible by silylation of [WVIO2(bdt)2]2- (3). Reaction of 3 or 5 with Me3SiCl resulted in [WVIO(bdt)2Cl]1- (6), from which the unstable species [WVIO(bdt)2L]1- (L = ButO-, PhS-) were generated in solution. Reductive oxo transfer of 6 with L‘ = P(OEt)3 or ButNC/P(OEt)3 gave [WIV(bdt)2L‘2] (8 and 9). Sulfido complex [WVIS(bdt)2(OSiRR‘2)]1- (12) was obtained in the reaction systems 4/(PhCH2S)2S and 5/(Me3Si)2S. Structures of [WO(SPh)4]1- and [W(bdt)3]2- and eight complexes of types 4−6, 8, 9, and 12 were determined by X-ray crystallography. Complexes 4 and 5 are tungsten analogues of the desoxo Mo(IV) and monooxo Mo(VI) states of Rhodobacter sphaeroides DMSO reductase. Six types of reactivity, including oxygen atom transfer, are recognized by the synthesis and interconversion of the set of complexes. The potential biological relevance of these complexes to the structure and function of active sites in two families of tungstoenzymes is considered (RR‘2 = Me3 (4); ButMe2 (4 and 5), ButPh2 (4, 5, and 12)).

show abstract

Section: Methodsmentioning

confidence: 99%

Synthesis, Structures, and Oxo Transfer Reactivity of Bis(dithiolene)tungsten(IV,VI) Complexes Related to the Active Sites of Tungstoenzymes

et al. 1998

View full text Add to dashboard Cite

show abstract

“…It has been known for many years that sulfur reacts with diphenyl sulfide to give diphenyl disulfide (eq 4), and the reverse reaction has also been demonstrated, which shows that an equilibrium exists. This has been further demonstrated by reacting labeled diphenyl sulfide with sulfur (eq 5).…”

Section: Resultsmentioning

confidence: 99%

Free-Radical Ring-Opening Polymerization of Macrocyclic Aryl Ether Thioether Ketone Oligomers

1996

View full text Add to dashboard Cite

A facile free-radical ring-opening polymerization of macrocyclic aryl ether thioether ketone oligomers is described. Polymerization of the cyclic oligomers via a transthioetherification reaction to high molecular weight linear polymers is achieved both in the melt and in solution in the presence of a catalytic amount of elemental sulfur or 2,2‘-dithiobis(benzothiazole) (DTB). The free-radical nature of the polymerization reaction is indicated by electron paramagnetic resonance spectroscopy (EPR). The ring-opening polymerization reaction is unusual in that the molecular weight of the polymers obtained increases as the conversion of cyclic oligomers increases. The ring−chain equilibrium dramatically favors the formation of linear polymer, in which only low levels of cyclic materials are present after polymerization, even though the reaction is not enthalpically driven. The interchain equilibration is also a facile process during polymerization. This intermolecular transthioetherification is demonstrated by using a low molecular weight arylene thioether, e.g., thiobis((phenylene-4-oxy)-4-benzoylbenzene), to control the molecular weight of the polymer formed via ring-opening polymerization.

show abstract

“…The most important types of synthetic organoselenium compounds are diorganodiselenides (R-Se-Se-R) [175,176], selenols (R-Se-H) [177], diorganoselenides (R-Se-R ) [178,179], diorganoselenoxides (R 2 Se = O) [180][181][182], selenenyl sulfides (R-Se-S-R ) [183], organoselenium halides (R-Se-X, R 2 SeX 2 and R 3 SeX) [184], selenenic and selenonic acids (R-Se-OH, R-Se(O)-OH, R-Se(O) 2 )-OH) [185], and selenic and selenious acid aliphatic and aromatic and cyclic esters (alkyl and aryl selenates and selenites). In the last 20 years a great effort has been directed toward the synthesis of biologically active organoselenium compounds as potential antitumor agents [20,21,25,[186][187][188][189][190][191], enzyme modulators [192], antioxidants [193][194][195], antimicrobials [196][197][198][199][200][201][202], antivirals [203][204][205][206][207][208][209], and cytokine inducers [210].…”

Section: Organoselenium Natural and Synthetic Compoundsmentioning

confidence: 99%

Selenium-Containing Polysaccharides—Structural Diversity, Biosynthesis, Chemical Modifications and Biological Activity

2021

View full text Add to dashboard Cite

Selenosugars are a group of sugar derivatives of great structural diversity (e.g., molar masses, selenium oxidation state, and selenium binding), obtained as a result of biosynthesis, chemical modification of natural compounds, or chemical synthesis. Seleno-monosaccharides and disaccharides are known to be non-toxic products of the natural metabolism of selenium compounds in mammals. In the case of the selenium-containing polysaccharides of natural origin, their formation is also postulated as a form of detoxification of excess selenium in microorganisms, mushroom, and plants. The valency of selenium in selenium-containing polysaccharides can be: 0 (encapsulated nano-selenium), IV (selenites of polysaccharides), or II (selenoglycosides or selenium built into the sugar ring to replace oxygen). The great interest in Se-polysaccharides results from the expected synergy between selenium and polysaccharides. Several plant- and mushroom-derived polysaccharides are potent macromolecules with antitumor, immunomodulatory, antioxidant, and other biological properties. Selenium, a trace element of fundamental importance to human health, has been shown to possess several analogous functions. The mechanism by which selenium exerts anticancer and immunomodulatory activity differs from that of polysaccharide fractions, but a similar pharmacological effect suggests a possible synergy of these two agents. Various functions of Se-polysaccharides have been explored, including antitumor, immune-enhancement, antioxidant, antidiabetic, anti-inflammatory, hepatoprotective, and neuroprotective activities. Due to being non-toxic or much less toxic than inorganic selenium compounds, Se-polysaccharides are potential dietary supplements that could be used, e.g., in chemoprevention.

show abstract

Ueber Umwandlung des Diphenylsulfons in Diphenylsulfid und Diphenylselenid

Cited by 32 publications

References 1 publication

Synthesis, Structures, and Oxo Transfer Reactivity of Bis(dithiolene)tungsten(IV,VI) Complexes Related to the Active Sites of Tungstoenzymes

Synthesis, Structures, and Oxo Transfer Reactivity of Bis(dithiolene)tungsten(IV,VI) Complexes Related to the Active Sites of Tungstoenzymes

Free-Radical Ring-Opening Polymerization of Macrocyclic Aryl Ether Thioether Ketone Oligomers

Selenium-Containing Polysaccharides—Structural Diversity, Biosynthesis, Chemical Modifications and Biological Activity

Contact Info

Product

Resources

About