Studies of distannylated-1,2-dithiolato compounds: Synthesis of 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-thiones, (R3SnCH2)(2)(dmit), and 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-ones, (R3SnCH2)(2)(dmio) - Crystal structures of (Ph3SnCH2)(2)(dmit) and (Ph3SnCH2)(2)(dmio)

Thomas C. Baddeley, Jairo Bordinhão, Nadia M. Comerlato, Laila de Castro Cortás, Glaucio B. Ferreira, R. Alan Howie, James L. Wardell

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Abstract

The syntheses of 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-thione, (R3SnCH2)(2)(dmit) (5: R = Ph; 7: R-3 = MePh2; 8: R = Bu) and 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-one (6: Ph3SnCH2)(2)(dmio)], from the appropriate R3SnCH2I and [NEt4](2)[Zn(dmit)(2)] or [NEt4](2)[Zn(dmio)(2)] are reported. Characterisation of 5-8 were generally achieved by NMR and IR spectra and additionally for 5 and 6 by X-ray crystallography and mass spectrometry. Solution NMR data indicated four coordinate tin species, while the single crystal structure determinations for 5 and 6 indicated distorted tetrahedral geometries around the tin atoms with only very weak intermolecular interactions present, but none involve the tin atoms.

Original languageEnglish
Pages (from-to)5583-5588
Number of pages6
JournalJournal of Organometallic Chemistry
Volume692
Issue number25
Early online date20 Sep 2007
DOIs
Publication statusPublished - 1 Dec 2007

Keywords

  • 4,5-dimercapto-1,3-dithiole-2-thione
  • 4,5-dimercapto-1,3-dithiole-2-one
  • organotin compounds
  • X-ray crystallography

Cite this

@article{d6fdbc3bad2d43a8979d4e2098647b03,
title = "Studies of distannylated-1,2-dithiolato compounds: Synthesis of 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-thiones, (R3SnCH2)(2)(dmit), and 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-ones, (R3SnCH2)(2)(dmio) - Crystal structures of (Ph3SnCH2)(2)(dmit) and (Ph3SnCH2)(2)(dmio)",
abstract = "The syntheses of 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-thione, (R3SnCH2)(2)(dmit) (5: R = Ph; 7: R-3 = MePh2; 8: R = Bu) and 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-one (6: Ph3SnCH2)(2)(dmio)], from the appropriate R3SnCH2I and [NEt4](2)[Zn(dmit)(2)] or [NEt4](2)[Zn(dmio)(2)] are reported. Characterisation of 5-8 were generally achieved by NMR and IR spectra and additionally for 5 and 6 by X-ray crystallography and mass spectrometry. Solution NMR data indicated four coordinate tin species, while the single crystal structure determinations for 5 and 6 indicated distorted tetrahedral geometries around the tin atoms with only very weak intermolecular interactions present, but none involve the tin atoms.",
keywords = "4,5-dimercapto-1,3-dithiole-2-thione, 4,5-dimercapto-1,3-dithiole-2-one, organotin compounds, X-ray crystallography",
author = "Baddeley, {Thomas C.} and Jairo Bordinh{\~a}o and Comerlato, {Nadia M.} and Cort{\'a}s, {Laila de Castro} and Ferreira, {Glaucio B.} and Howie, {R. Alan} and Wardell, {James L.}",
year = "2007",
month = "12",
day = "1",
doi = "10.1016/j.jorganchem.2007.09.008",
language = "English",
volume = "692",
pages = "5583--5588",
journal = "Journal of Organometallic Chemistry",
issn = "0022-328X",
publisher = "Elsevier",
number = "25",

}

TY - JOUR

T1 - Studies of distannylated-1,2-dithiolato compounds

T2 - Synthesis of 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-thiones, (R3SnCH2)(2)(dmit), and 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-ones, (R3SnCH2)(2)(dmio) - Crystal structures of (Ph3SnCH2)(2)(dmit) and (Ph3SnCH2)(2)(dmio)

AU - Baddeley, Thomas C.

AU - Bordinhão, Jairo

AU - Comerlato, Nadia M.

AU - Cortás, Laila de Castro

AU - Ferreira, Glaucio B.

AU - Howie, R. Alan

AU - Wardell, James L.

PY - 2007/12/1

Y1 - 2007/12/1

N2 - The syntheses of 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-thione, (R3SnCH2)(2)(dmit) (5: R = Ph; 7: R-3 = MePh2; 8: R = Bu) and 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-one (6: Ph3SnCH2)(2)(dmio)], from the appropriate R3SnCH2I and [NEt4](2)[Zn(dmit)(2)] or [NEt4](2)[Zn(dmio)(2)] are reported. Characterisation of 5-8 were generally achieved by NMR and IR spectra and additionally for 5 and 6 by X-ray crystallography and mass spectrometry. Solution NMR data indicated four coordinate tin species, while the single crystal structure determinations for 5 and 6 indicated distorted tetrahedral geometries around the tin atoms with only very weak intermolecular interactions present, but none involve the tin atoms.

AB - The syntheses of 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-thione, (R3SnCH2)(2)(dmit) (5: R = Ph; 7: R-3 = MePh2; 8: R = Bu) and 4,5-bis[(triorganostannylmethyl)thiolato]-1,3-dithiole-2-one (6: Ph3SnCH2)(2)(dmio)], from the appropriate R3SnCH2I and [NEt4](2)[Zn(dmit)(2)] or [NEt4](2)[Zn(dmio)(2)] are reported. Characterisation of 5-8 were generally achieved by NMR and IR spectra and additionally for 5 and 6 by X-ray crystallography and mass spectrometry. Solution NMR data indicated four coordinate tin species, while the single crystal structure determinations for 5 and 6 indicated distorted tetrahedral geometries around the tin atoms with only very weak intermolecular interactions present, but none involve the tin atoms.

KW - 4,5-dimercapto-1,3-dithiole-2-thione

KW - 4,5-dimercapto-1,3-dithiole-2-one

KW - organotin compounds

KW - X-ray crystallography

U2 - 10.1016/j.jorganchem.2007.09.008

DO - 10.1016/j.jorganchem.2007.09.008

M3 - Article

VL - 692

SP - 5583

EP - 5588

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 25

ER -