A One-Step Synthesis of 1,3-Dithiol-2-ylphosphonate Esters from 1,3-Dithiole-2-thiones

Parg, R.; Kilburn, Jeremy D.; Ryan, T.G.

doi:10.1055/s-1994-25437

Cited by 45 publications

(21 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The bands at 1 584, 1 509, 1 442, and 1 376 cm À1 correspond to a n(C C) double bond attached to different numbers of S atoms and their assignment was possible because of the literature data on aliphatic monoalkylthioethenes, [24,25] 1,1-bis(alkylthio)ethenes, [26,27] 1,2-(bisalkylthio)ethenes, [28] tris(alkylthio)ethenes, [29] and tetrakis(alkylthio)ethenes. [29] We compare these bands with that observed for the deposit fromCS 2 at1 470cm À1 anddiagnosticforan(C C)double bond attached to four S atoms (e.g., 4,5-bis{[2-(methylthio)-ethyl]thio}-1,3-dithiiole-2-thione, 1 453 cm À1 , [30] 4,4 0 ,5,5 0 -tetrakis(decylthio)tetrathiofulvalene, 1461 cm À1 [31] ). The bands between 1 200 and 1 300 cm À1 are assigned to skeletal stretches of C-C bonds.…”

Section: Properties Of the Solid Depositmentioning

confidence: 89%

“…The presence of absorptions at 464 and 445 cm À1 is linked with a S-S stretching mode and indicates the presence of disulfide bridges. [22] Alternative assignments to sulfur allotropes that have their characteristic vibrations at 411 and 471 cm À1 (S 8 ) [31] and 402 and 476 cm À1 (S 7 ) [33] are rejected by the results of the wash-up procedure with CHCl 3 .…”

Section: Properties Of the Solid Depositmentioning

confidence: 99%

“…Assignment [26][27][28][29][30][31][32] cm À1 previously invoked [7] (CS 2 ) n species (n ¼ 2,3) that react with one ethene molecule, and with (ii) incorporation of a C 2 H 4 unit between (CS 2 ) n moieties through S-CH 2 links. We assume that excited CS 2 molecules react with CS 2 molecules and form dimers (through both C-C and less feasible S-S coupling), which then react with another CS 2 molecule or add to ethene (Scheme 1).…”

Section: Wavenumber (Relative Absorbance) A)mentioning

confidence: 99%

See 2 more Smart Citations

UV Laser‐Induced Gas‐Phase Copolymerization of Carbon Disulfide and Ethene

Urbanová

Fajgаr

Bastl

et al. 2004

Macromol. Rapid Commun.

View full text Add to dashboard Cite

Summary: The laser irradiation at 193 nm of a gaseous mixture of carbon disulfide and ethene induces the copolymerization of both compounds and affords the chemical vapour deposition of a C/S/H polymer, the composition of which indicates the reaction between two to three CS2 molecules and one C2H4 molecule. Polymer structure is interpreted on the basis of X‐ray photoelectron and FT‐IR spectra as consisting of >CS, >CC<, CH2CH2, (CC)SnC4 − n, C(CS)S, S(CS)S, and CSSC configurations. The gas‐phase copolymerization of carbon disulfide and ethene represents the first example of such a reaction between carbon disulfide and a common monomer.

show abstract

Section: Properties Of the Solid Depositmentioning

confidence: 89%

Section: Properties Of the Solid Depositmentioning

confidence: 99%

Section: Wavenumber (Relative Absorbance) A)mentioning

confidence: 99%

See 1 more Smart Citation

UV Laser‐Induced Gas‐Phase Copolymerization of Carbon Disulfide and Ethene

Urbanová

Fajgаr

Bastl

et al. 2004

Macromol. Rapid Commun.

View full text Add to dashboard Cite

show abstract

“…[32] ; 4,4 0 ,5,5 0 -tetrakis(decylthio)-tetrathiofulvalene, 1 461 cm À1 , ref. [33] ) The bands between 1 200 and 1 300 cm À1 are assigned [24] to skeletal stretches of C-C bonds. The strong absorptions at 1 155 cm À1 and 1 070cm À1 are positioned in the region of the symmetric C S stretch.…”

Section: Ftir Spectramentioning

confidence: 99%

UV Laser Chemical Vapor Deposition of Nano‐Chained Copolymer from Carbon Disulfide and Ethene

Bastl¹,

Pola²

2004

Macro Chemistry & Physics

View full text Add to dashboard Cite

Summary: Laser irradiation at 193 nm of gaseous mixtures of carbon disulfide and ethene induces copolymerization of both compounds and affords chemical vapor deposition of conjugated nano‐chained C/S/H polymer, with contributions from C2H4 and CS2 almost unaffected by very different initial ratio of both educts. The polymer structure is interpreted on the basis of X‐ray photoelectron and FTIR spectra as consisting of >CS, >CC<, CH2CH2, (CC)SnC4−n, C(CS)S, S(CS)S and CSSC configurations, whose extent is dependent on the irradiation conditions.Typical TEM image of the solid copolymer obtained by laser‐induced copolymerization of carbon disulfide and ethene.magnified imageTypical TEM image of the solid copolymer obtained by laser‐induced copolymerization of carbon disulfide and ethene.

show abstract

“…The same behavior is shown by complex 2, which readily reacts with PCy 3 by nucleophilic substitution of I À to give 6. Similar types of 1,3-dipolar molecules are assumed to be reaction intermediates in the well-known desulfurization and coupling reactions of 1,3dithiole-2-thiones by trialkylphosphites, which led to tetrathiafulvalene derivatives (constituents of organic conductors, Scheme 2), [10] as well as in the formation of phosphorus ylides from thiones. [11] However, this is the first time that such a derivative has been isolated and fully structurally characterized.…”

mentioning

confidence: 99%