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  • 1
    Electronic Resource
    Electronic Resource
    The Gas Phase Acidities of the Sulfanes H2Sn (n = 1-4) (1999)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1999 (1999), S. 2057-2061 
    Details
    ISSN: 1434-1948
    Keywords: Sulfur ; Sulfanes ; Acidity ; Ab initio MO calculations ; Hyperconjugation ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The gas-phase acidities ΔGacid(298 K) of the sulfanes H2Sn (n = 1-4) have been calculated by ab initio molecular orbital theory using the G2 and G2(MP2) methods, which were applied to the geometries of lowest energy. The results show that the higher sulfanes are surprisingly strong proton donors. The acidities (in kJ mol-1) are as follows: H2S (1444), H2S2 (1406), H2S3 (1370), H2S4 (1347). The latter three values may be compared to those of other strong Brønsted acids like gaseous HNO2 (1396), HCl (1371), and HBr (1332). The monoanions HSn- exhibit an interesting bond length distribution as a consequence of the charge delocalization by hyperconjugation, which in turn may be responsible for the high acidities of the sulfanes.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Preparation of Organic Polysulfanes R2Sn (n = 5, 7, 8, 9) from Sulfenyl Chlorides, RSCl, and Transition Metal Polysulfido Complexes (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 921-928 
    Details
    ISSN: 1434-1948
    Keywords: Sulfur ; Titanium ; Zinc ; Polysulfido complexes ; Sulfur heterocycles ; Polysulfides ; Polysulfanes ; Sulfenyl chlorides ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The preparation of seven novel organic polysulfanes is reported. Bis(n-octyl)heptasulfane R2S7 1 is formed upon reaction of RSCl with [Cp2TiS5], while the corresponding nonasulfane R2S9 2 is obtained by reaction of RSSCl with [Cp2TiS5]. The bis(n-octyl)pentasulfane R2S5 3 is obtained from RSCl and [(Cp′2TiCl)2S3] by transfer of the S3 ligand at 20 °C. The new alkyl polysulfanes 1-3 have been obtained in quantitative yields. They are liquids at 20 °C, having freezing points below -50 °C, but do not form mesogenic phases. Reactions of [Cp2TiS5] with 2-naphthyl- and 4-chlorophenyl sulfenyl chloride furnish the corresponding heptasulfanes 4 and 5, respectively, which are solids at 20 °C. 1,2-Benzodisulfenyl chloride C6H4(SCl)2 reacts with [(Cp′2TiCl)2S3] to give the known 1,2,3,4,5-benzopentathiepin C6H4S5 6, with [Cp2TiS5] to give the novel 1,2,3,4,5,6,7-benzoheptathionin C6H4S7 7, and with [(TMEDA)ZnS6] to give the novel 1,2,3,4,5,6,7,8-benzooctathiecin C6H4S8 8. The cyclic polysulfanes 6-8 are solids at 20 °C and have been recovered in yields of 60-83%. The orthorhombic structure of 1,2-C6H4S7 has been investigated by single-crystal X-ray diffraction analysis. The molecules are found to be located at sites of Cs symmetry and the motif of the C2S7 heterocycle is +-+-+-+-, with the torsion angle of zero at the carbon-carbon bond. The three internuclear SS distances measure 205.0(1), 203.7(1), and 205.7(1) pm.
    Additional Material: 4 Ill.
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  • 3
    Electronic Resource
    Electronic Resource
    Preparation of spiro-cyclic organic polysulfanes of type C6H10Sn and x-ray structural analysis of C6H10S11, a derivative of cyclo-dodecasulfur (1996)
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 622 (1996), S. 1594-1600 
    Details
    ISSN: 0044-2313
    Keywords: Organic polysulfanes ; NMR spectra ; X-ray structural analysis ; high-pressure liquid chromatography ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Darstellung spirocyclischer organischer Polysulfane des Typs C6H10Sn und Röntgenstrukturanalyse von C6H10S11Durch Reaktion von (C5H5)2Ti(μ-S2)2C6H10 3 mit S2Cl2 wurde 7,8,9,10,11,12-Hexathiaspiro[5,6]dodecan 4 hergestellt (Ausbeute 51%), das durch UV-, IR-, Raman-, Massen- und NMR-Spektren (1H, 13C) charakterisiert wurde. Die NMR-Spektren zeigen, daß der siebengliedrige CS6-Ring in Lösung Pseudorotation erleidet. Mit S7Cl2 reagiert der Komplex 3 zu 7,8,9,10,11,12,13,14,15,16,17-Undecathiaspiro-[5.11]heptadecan 5 (Ausbeute 23%). Die gelben, monoklinen Kristalle von 5 bestehen aus spirocyclischen C6H10S11-Molekülen, deren C6-Ring Sesselkonformation aufweist, während der CS11-Ring eine dem cyclo-Dodecaschwefel S12 entsprechende Konformation besitzt. Alle Glieder der homologen Reihe C6H10Sm (m = 5-14) wurden mittels HPLC charakterisiert.
    Notes: By reaction of (C5H5)2Ti(μ-S2)2C6H10 3 with S2Cl2 7,8,9,10,11,12-hexathiaspiro-[5.6]dodecane 4 is prepared (yield 51%) and characterized by UV, IR, Raman, mass, and NMR spectra (1H, 13C). The seven-membered CS6 ring undergoes pseudorotation in solution. With S7Cl2 the complex 3 yields 7,8,9,10,11,12,13,14,15,16,17-undecathiaspiro[5.11]heptadecane 5 (yield 23%). The yellow, monoclinic crystals of 5 consist of spirocyclic C6H10S11 molecules with the C6 ring in a chair-conformation while the CS11 ring is of the same conformation as cyclododecasulfur S12. UV, IR, Raman, mass and NMR-spectra of 5 are reported. A mixture of dichlorosulfanes SnCl2 (n = 1 -8) reacts with 3 to give the homologous series C6H10Sm which was characterized by reversed-phase HPLC for m = 5 - 14.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/zaac.19966220924
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  • 4
    Electronic Resource
    Electronic Resource
    Sulfur Compounds. 183. A Derivative of Perthiocarbonic Acid H2CS4: X-ray structural analysis of bis(triphenylmethyl) perthiocarbonate (Ph3C)2CS4 (1995)
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 621 (1995), S. 1513-1516 
    Details
    ISSN: 0044-2313
    Keywords: Perthiocarbonic acid diester ; X-ray structural analysis ; perthiocarbonate ; bis(triphenylmethyl) perthiocarbonic acid diester ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Ein Derivat der Perthiokohlensäure H2CS4: Röntgenstrukturanalyse von Bis(triphenylmethyl)perthiocarbonat (Ph3C)2CS4Die Molekülstruktur von Ph3CSSC(S)SCPh3 · CS2 wurde durch eine Röntgenstrukturanalyse bestimmt. Die Substanz kristallisiert im triklinen Kristallsystem [a = 884,9(2) pm, b = 1 039,5(2) pm, c = 2 064,6(3) pm, α = 75,86(1)°, γ = 79,83(2)°, γ = 77,31(5)°, Z = 2, Raumgruppe P1]. Die CS3-Gruppe ist planar; die S—S-Bindung (201,4 pm) bildet mit der CS3-Ebene einen Winkel von 5,7°. Der CSSC-Torsionswinkel beträgt 96,3°. (Ph3C)2CS4 wurde durch Umsetzung von TosNSCl2 (Tos = p-MeC6H4SO2) mit Ph3CSH in CS2 in Gegenwart von Triethylamin erhalten. Der Reaktionsmechanismus wird diskutiert.
    Notes: The molecular structure of Ph3CSSC(S)SCPh3 · CS2 has been determined by X-ray structural analysis. The substance crystallizes in the triclinic crystal system [a = 884.9(2) pm, b = 1 039.5(2) pm, c = 2 064.6(3) pm, α = 75.86(1)°, β = 79.83(2)°, γ = 77.31(5)°, Z = 2, space group P1]. The CS3 group is planar; the S—S-bond (201.4 pm) forms an angle of 5.7° with the CS3 plane. The torsional angle CSSC equals 96.3°. (Ph3C)2CS4 was obtained by reaction of TosNSCl2 (Tos = p-MeC6H4SO2) with Ph3CSH in CS2 in the presence of triethylamine. The reaction mechanism is discussed.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/zaac.19956210913
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  • 5
    Electronic Resource
    Electronic Resource
    Properties of Sulfur-Sulfur BondsBased on lectures in Hoechst AG. Frankfurt/Main (Nov. 7, 74) at the Technical University Berlin (Dec. 2, 74) and at the Universities of Marburg (Jan. 6, 75). Heidelberg (Feb. 3, 75). Würzburg (Feb. 17, 75), Erlangen-Nürnberg (Feb. 18, 75), and Düsseldorf (April 9, 75, Chemiedozententagung).Dedicated to Professor Richard C. Lord on the occasion of his 65th birthday (1975)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 14 (1975), S. 655-664 
    Details
    ISSN: 0570-0833
    Keywords: Sulfur ; Bond theory ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: SS bonds are extraordinarily flexible and have properties that are observed only on isolated occasions for other homonuclear bonds: the bond lengths very between 1.8 and 3.0Å, the bond angles between 90 and 180° and the dihedral angles between 0 and 180°; the bond energies amount to up to 430 kJ/mol. The SS stretching frequencies can appear over the range 177-820 cm-1 and force constants of 1.4 to 6.3 mdyne/Å have been calculated. This variability is illustrated with examples containing isolated and cumulated SS bonds.
    Additional Material: 12 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.197506551
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