2168-84-5Relevant articles and documents
Nickel-heterocumulene complexes stabilized by trimethylphosphine: Synthesis, characterization and catalytic application in organozinc coupling with CS2
Huang, Ning,Li, Xiaoyan,Xu, Wengang,Sun, Hongjian
, p. 446 - 451 (2013/02/25)
The reactivity of Ni(PMe3)4 with CO2, CS2 and SCNPh was studied. Although CO2 is structurally homologous compound with CS2 and SCNPh, its reactivity with Ni(PMe3)4 shows a different result with those of CS 2 and SCNPh. Reactions of Ni(PMe3)4 with carbon disulfide and phenyl isothiocyanate in THF give the tetrahedral coordinate complexes (Me3P)3Ni(η2-CS2) (1) and (Me3P)3Ni(η2-SCNPh) (3), characterized by standard spectroscopic methods and X-ray diffraction. Nickel(0) complexes 1 and 3 are stabilized by the strong donor ligand PMe3. In the case of CO2, attempts to isolate the expected nickel(0) complex (Me 3P)3Ni(η2-CO2) (4) proved to be unsuccessful. To further extend the utility of our nickel catalysts, the catalytic coupling of organozinc bearing different functionalities with CS 2 was explored. With 10 mol% of 1 as the catalyst, MeZnMe, EtZnEt and PhZnBr coupled with CS2 to form the corresponding methyl dithiocarboxylate following esterfication of the initial products.
Diels-alder reactions of l,1-Bis(methylthio)ethene with pyran-2-ones
Bates, Robert W.,Pratt, Andrew J.,Rendle, Phillip M.,Robinson, Ward T.
, p. 383 - 387 (2007/10/03)
Bis(methylthio)ethene has been shown to undergo Diels-Alder cycloaddition reactions with a range of simple and aryl-fused pyran-2-ones. These reactions can be brought about under either high-temperature or high-pressure conditions. These reactions are all
A New Preparation of 5-(Alkylthio)-1,2-dithiole-3-thiones and a Highly Functionalized 1,3-Dithiole-2-thione
Lu, F. L.,Keshavarz-K., M.,Srdanov, G.,Jacobson, R. H.,Wudl, F.
, p. 2165 - 2169 (2007/10/02)
A "one-pot" preparation of the title 1,2-dithiole-3-thiones as well as the preparation and characterization of methyl 5-(methylthio)-2-thioxo-1,3-dithiole-4-dithiocarboxylate (3) are described.The X-ray structure determination of an iodine complex of the dithiolodithiole 5 is described in detail.The structure shows that this is a molecular solid with unusual three-dimensional intermolecular sulfur-sulfur "bonding".
STUDIES ON ORGANOPHOSPHORUS COMPOUNDS XLVIII Synthesis of Dithioesters from P,S-Containing Reagents and Carboxylic Acids and Their Derivatives
Yousif, N. M.,Pedersen, U.,Yde, B.,Lawesson, S.-O.
, p. 2663 - 2670 (2007/10/02)
2,4-Bismethylthio-1,3,2,4-dithiadiphosphetane 2,4-disulfide, IIa, is prepared from O,O-dimethyldithiophosphoric acid, Ia, and P4S10 at 160 deg C. 2,4-Bis(4-phenoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide, IIc, and 2,4-bis(4-phenyl-thiolphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide, IId, are prepared at 160 deg C from P4S10 and diphenylether and diphenylsulfides, respectively.Carboxylic acids RCOOH (R=CH3, C2H5, n-C3H7, n-C4H9, C6H5CH2, C6H5) react with compound Ia at 130 deg C to give the corresponding methyl dithioesters.Carboxylic acids RCOOH (R=C6H5-CH2, C6H5) react with compound Ib at 200 deg C for 15 min to give the corresponding ethyl dithioesters, while low boiling acids (R=CH3, C2H5, n-C3H7) yielded mixtures of the corresponding ethyl dithioester and ethyl carboxylate.Carboxylic acid chlorides RCOCl (R=ClCH2, C2H5, t-C4H9, C6H5CH2, C6H5, p-NO2C6H4) react with compound IIa at 80 deg C to give the corresponding methyl dithioesters in good yields.S-Substituted thioesters react with IIc at 85 deg C to give the corresponding dithioesters in good yields.Dihydro-2(3H)-furanone, VI, and 5-methyl-2(3H)-furanone, VII, react with IIa at 80 deg C to give dihydro-2(3H)-thiophenethione, VIII and 2,2'-dithiobis(5-methyl thiophene), IX, respectively.Also XI reacts with IIa, IIc, and IId to give VIII in nearly quantitative yields.
A Direct Conversion of Carboxylic Acids into Dithioesters
Davy, Hubert
, p. 457 - 458 (2007/10/02)
A facile one-pot reaction between carboxylic acids and S-alkyl phosphorus sulphides affords the corresponding alkyl dithioesters.