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Imidazolin-2-iminato-Derivate der Thiokohlensäure [1] / Imidazolin-2-iminato Derivatives of Thiourea [1]

  • Norbert Kuhn , Riad Fawzi , Cacilia Maichle-Mößmer , Manfred Steimann and Jörg Wiethoff
Published/Copyright: June 2, 2014
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Zeitschrift für Naturforschung B
From the journal Zeitschrift für Naturforschung B Volume 52 Issue 9

From 2-trimethylsilylimino-1,3-dimethylimidazoline (6, ImN-SiMe3) and CSCl2 the imidochlorothionic acid [ImN=C(S)Cl (7) is obtained; 7 gives with AlCl3 the cationic isothiocyanate [ImN=C=S]AlCl4 (9). The corresponding imidothiourea ImN=C(S)NEt2 (12) is formed reacting Et2NC(S)Cl (10) and ImNLi (11). The reaction of ImN=C(S)SSiMe3 (13) with iodine gives the dicationic species [{ImN=C(SSiMe3)S}2](I3)2 (14) which is transformed into the protonated imidothiourea [ImN=C(S)N(H)Im]I (16) by polar solvents. From 16 the imidothiourea (ImN)2CS (8) is obtained as a polymeric solid. The strong π-electron donor ability of the imido substituent ImN is revealed by the X-ray structure analyses of 12 and 16.

Keywords: Imidazoles; Thiourea; Imines; X-Ray
Received: 1997-6-19
Published Online: 2014-6-2
Published in Print: 1997-9-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

Articles in the same Issue

  1. Ternary Rare Earth Transition Metal Zinc Compounds RT2Zn20 with T = Fe, Ru, Co, Rh, and Ni
  2. Darstellung und Kristallstrukturanalyse von K3BiO3 und Rb3BiO3 / Synthesis and Crystal Structure Determination of K3BiO3 and Rb3BiO3
  3. Silyl Derivatives of the Mixed Sandwiches Cyclopentadienyl Manganese Benzene and Cyclopentadienyl Manganese Biphenyl, CpMn(C6H6) and CpMn(C6H5-Ph)
  4. Synthese dreizähniger Liganden durch Spaltung von 3,5-Diphenyl-1,2-dithioliumsalzen mit (Thio)benzoylhydrazin oder 2-Hydroxy-5-methyl-anilin. Strukturen der gebildeten Nickelchelate / Synthesis of Tridentate Ligands by Cleavage of 3.5-Diphenyl-1.2-dithiolium Salts with (Thio)benzoylhydrazine or 2-Hydroxy-5-methyl-aniline. Structures of the Corresponding Nickel Chelates
  5. Synthese thermisch stabiler N-Silylformaldehyd-hydrazone / Synthesis of Thermally Stable N-Silylformaldehyde-Hydrazones
  6. Die Kristallstrukturen von PHF4, PH2F3 und PHF2. Moden molekularer Packung bei tiefer Temperatur [1] / The Crystal Structures of PHF4, PH2F3 and PHF2. Molecular Packing Modes at Low Temperature
  7. Imidazolin-2-iminato-Derivate der Thiokohlensäure [1] / Imidazolin-2-iminato Derivatives of Thiourea [1]
  8. Calorimetrie an Lanthantrihalogeniden und Ammoniumlanthanhalogeniden / Calorimetry of Lanthanum Trihalides and of Ammonium Lanthanum Halides
  9. Weitere Verbindungen des Ba17Ln16Zn8Pt4O57- Typs mit Ln = Dy, Ho, Er, Y / More Compounds of the Ba17Ln16Zn8Pt4O57 Type with Ln = Dy, Ho, Er, Y
  10. Structure and Energy Spectra of Molecules Containing Anti-Aromatic Ring Systems. IV. Aromaticity and Anti-Aromaticity in Electronic Ground and Excited States
  11. Ligandenaustauschreaktionen von Molybdänhexacarbonyl mit dreizähnigen diaciden Liganden / Ligand Exchange Reactions of Molybdenum Hexacarbonyl with Tridentate Diacidic Ligands
  12. Darstellung, Kristallstruktur und Schwingungsspektren von Rubidiumperoxoniobat (Rb3NbO8) / Preparation, Crystal Structure, and Vibrational Spectra of Rubidiumperoxoniobate (Rb3NbO8)
  13. Pressure Dependence of the Electrode Potentials of Some Iron(III/II), Cobalt(III/II), and Ni(III/II) Couples in Aqueous Solution: Estimation of the Reaction Volumes for M(III)/M(II) Couples
  14. Synthese, Kristallstrukturen und thermisches Verhalten von (trienH2)[Mn(H2O)3X 3]X . H2O (X=Cl,Br) / Synthesis, Crystal Structures and Thermal Behavior of (trienH2)[Mn(H2O)3X3]X . H2O (X=Cl,Br)
  15. Komplexbildung und Ligandeneigenschaften der Chlormethylchlorphosphane R(Cl)P-CH2-Cl - Molekülstruktur von trans-Cl2Pd[tBu(Cl)P-CH2-Cl]2 / Coordination Chemistry and Ligand Properties of Chloromethylchlorophosphines R(Cl)P-CH2 -Cl - Molecular Structure of trans-Cl2Pd[tBu(Cl)P-CH2 -Cl]2
  16. Crystal and Molecular Structure of Methylpropylglyoxal Bis(amidinohydrazone) Sulphate Monohydrate
  17. SolvatothermaleDarstellung und Struktur von [Me4N]2[As6S10] und [Me4N]2[As4S7], dem ersten Thioarsenat(III) mit Ψ -AsS4trigonalen Bipyramiden / Solvatothermal Synthesis and Structure of the Thioarsenates(III) [Me4N]2[As6S10] and [Me4N]2[As4S7], the First Thioarsenate(III) with Ψ-AsS4 Trigonal Bipyramids
  18. Wechselwirkungen in Molekülkristallen, 127 [1] Die unterschiedlichen Strukturen des im Kristall verdrillten 1,4-Bis(tricyanvinyl)- benzols sowie des eingeebneten 1-Tricyanvinylbenzols, Dichtefunktional- Berechnungen und cyclovoltammetrisch sowie ESR/ENDOR-spektroskopisch charakterisiertes Reduktionsverhalten / Interactions in Molecular Crystals, 127 [1]The Different Structures in the Crystal of Twisted 1,4-Bis(tricyanovinyl)benzene as well as of Planar 1-Tricyanovinyl-benzene, Density Functional Calculations and Reduction Behaviour Studied by Cyclovoltammetry and ESR/ENDOR Spectroscopy
  19. Templat-Reaktionen von 3,5-Diphenyl-1,2-dithioliumchlorid mit (Thio)Benzoylhydrazin sowie Nickel- und Zinkacetat / Template Reactions of 3.5 - Diphenyl- 1.2-dithiolium Chloride with (Thio)Benzoylhydrazine and Nickel or Zinc Acetate
  20. Preparation of Some New C19-Gibberellin Derivatives for Biochemical Studies
  21. On the Mechanism of Cleavage of Thioacetals Promoted by Copper(II) Sulphate Adsorbed on Silica Gel
  22. [(N, N’, N”-Tricyclohexyl)-N”- cyclohexylcarbamoylguanidinium] Tetrachloroaurate(III) as a Product of the Reaction of Dicyclohexylcarbo- diimide with HAuCl4 . aq
https://doi.org/10.1515/znb-1997-0907
Keywords for this article
Imidazoles; Thiourea; Imines; X-Ray

Articles in the same Issue

  1. Ternary Rare Earth Transition Metal Zinc Compounds RT2Zn20 with T = Fe, Ru, Co, Rh, and Ni
  2. Darstellung und Kristallstrukturanalyse von K3BiO3 und Rb3BiO3 / Synthesis and Crystal Structure Determination of K3BiO3 and Rb3BiO3
  3. Silyl Derivatives of the Mixed Sandwiches Cyclopentadienyl Manganese Benzene and Cyclopentadienyl Manganese Biphenyl, CpMn(C6H6) and CpMn(C6H5-Ph)
  4. Synthese dreizähniger Liganden durch Spaltung von 3,5-Diphenyl-1,2-dithioliumsalzen mit (Thio)benzoylhydrazin oder 2-Hydroxy-5-methyl-anilin. Strukturen der gebildeten Nickelchelate / Synthesis of Tridentate Ligands by Cleavage of 3.5-Diphenyl-1.2-dithiolium Salts with (Thio)benzoylhydrazine or 2-Hydroxy-5-methyl-aniline. Structures of the Corresponding Nickel Chelates
  5. Synthese thermisch stabiler N-Silylformaldehyd-hydrazone / Synthesis of Thermally Stable N-Silylformaldehyde-Hydrazones
  6. Die Kristallstrukturen von PHF4, PH2F3 und PHF2. Moden molekularer Packung bei tiefer Temperatur [1] / The Crystal Structures of PHF4, PH2F3 and PHF2. Molecular Packing Modes at Low Temperature
  7. Imidazolin-2-iminato-Derivate der Thiokohlensäure [1] / Imidazolin-2-iminato Derivatives of Thiourea [1]
  8. Calorimetrie an Lanthantrihalogeniden und Ammoniumlanthanhalogeniden / Calorimetry of Lanthanum Trihalides and of Ammonium Lanthanum Halides
  9. Weitere Verbindungen des Ba17Ln16Zn8Pt4O57- Typs mit Ln = Dy, Ho, Er, Y / More Compounds of the Ba17Ln16Zn8Pt4O57 Type with Ln = Dy, Ho, Er, Y
  10. Structure and Energy Spectra of Molecules Containing Anti-Aromatic Ring Systems. IV. Aromaticity and Anti-Aromaticity in Electronic Ground and Excited States
  11. Ligandenaustauschreaktionen von Molybdänhexacarbonyl mit dreizähnigen diaciden Liganden / Ligand Exchange Reactions of Molybdenum Hexacarbonyl with Tridentate Diacidic Ligands
  12. Darstellung, Kristallstruktur und Schwingungsspektren von Rubidiumperoxoniobat (Rb3NbO8) / Preparation, Crystal Structure, and Vibrational Spectra of Rubidiumperoxoniobate (Rb3NbO8)
  13. Pressure Dependence of the Electrode Potentials of Some Iron(III/II), Cobalt(III/II), and Ni(III/II) Couples in Aqueous Solution: Estimation of the Reaction Volumes for M(III)/M(II) Couples
  14. Synthese, Kristallstrukturen und thermisches Verhalten von (trienH2)[Mn(H2O)3X 3]X . H2O (X=Cl,Br) / Synthesis, Crystal Structures and Thermal Behavior of (trienH2)[Mn(H2O)3X3]X . H2O (X=Cl,Br)
  15. Komplexbildung und Ligandeneigenschaften der Chlormethylchlorphosphane R(Cl)P-CH2-Cl - Molekülstruktur von trans-Cl2Pd[tBu(Cl)P-CH2-Cl]2 / Coordination Chemistry and Ligand Properties of Chloromethylchlorophosphines R(Cl)P-CH2 -Cl - Molecular Structure of trans-Cl2Pd[tBu(Cl)P-CH2 -Cl]2
  16. Crystal and Molecular Structure of Methylpropylglyoxal Bis(amidinohydrazone) Sulphate Monohydrate
  17. SolvatothermaleDarstellung und Struktur von [Me4N]2[As6S10] und [Me4N]2[As4S7], dem ersten Thioarsenat(III) mit Ψ -AsS4trigonalen Bipyramiden / Solvatothermal Synthesis and Structure of the Thioarsenates(III) [Me4N]2[As6S10] and [Me4N]2[As4S7], the First Thioarsenate(III) with Ψ-AsS4 Trigonal Bipyramids
  18. Wechselwirkungen in Molekülkristallen, 127 [1] Die unterschiedlichen Strukturen des im Kristall verdrillten 1,4-Bis(tricyanvinyl)- benzols sowie des eingeebneten 1-Tricyanvinylbenzols, Dichtefunktional- Berechnungen und cyclovoltammetrisch sowie ESR/ENDOR-spektroskopisch charakterisiertes Reduktionsverhalten / Interactions in Molecular Crystals, 127 [1]The Different Structures in the Crystal of Twisted 1,4-Bis(tricyanovinyl)benzene as well as of Planar 1-Tricyanovinyl-benzene, Density Functional Calculations and Reduction Behaviour Studied by Cyclovoltammetry and ESR/ENDOR Spectroscopy
  19. Templat-Reaktionen von 3,5-Diphenyl-1,2-dithioliumchlorid mit (Thio)Benzoylhydrazin sowie Nickel- und Zinkacetat / Template Reactions of 3.5 - Diphenyl- 1.2-dithiolium Chloride with (Thio)Benzoylhydrazine and Nickel or Zinc Acetate
  20. Preparation of Some New C19-Gibberellin Derivatives for Biochemical Studies
  21. On the Mechanism of Cleavage of Thioacetals Promoted by Copper(II) Sulphate Adsorbed on Silica Gel
  22. [(N, N’, N”-Tricyclohexyl)-N”- cyclohexylcarbamoylguanidinium] Tetrachloroaurate(III) as a Product of the Reaction of Dicyclohexylcarbo- diimide with HAuCl4 . aq
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