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

doi:10.1016/j.jorganchem.2007.09.008

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

Dept Quim Inorgan

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

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 language	English
Pages (from-to)	5583-5588
Number of pages	6
Journal	Journal of Organometallic Chemistry
Volume	692
Issue number	25
Early online date	20 Sept 2007
DOIs	https://doi.org/10.1016/j.jorganchem.2007.09.008
Publication status	Published - 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

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10.1016/j.jorganchem.2007.09.008

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Baddeley, T. C., Bordinhão, J., Comerlato, N. M., Cortás, L. D. C., Ferreira, G. B., Howie, R. A., & Wardell, J. L. (2007). 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). Journal of Organometallic Chemistry, 692(25), 5583-5588. https://doi.org/10.1016/j.jorganchem.2007.09.008

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). / Baddeley, Thomas C.; Bordinhão, Jairo; Comerlato, Nadia M. et al.
In: Journal of Organometallic Chemistry, Vol. 692, No. 25, 01.12.2007, p. 5583-5588.

Research output: Contribution to journal › Article › peer-review

Baddeley, TC, Bordinhão, J, Comerlato, NM, Cortás, LDC, Ferreira, GB, Howie, RA & Wardell, JL 2007, '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)', Journal of Organometallic Chemistry, vol. 692, no. 25, pp. 5583-5588. https://doi.org/10.1016/j.jorganchem.2007.09.008

Baddeley TC, Bordinhão J, Comerlato NM, Cortás LDC, Ferreira GB, Howie RA et al. 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). Journal of Organometallic Chemistry. 2007 Dec 1;692(25):5583-5588. Epub 2007 Sept 20. doi: 10.1016/j.jorganchem.2007.09.008

Baddeley, Thomas C. ; Bordinhão, Jairo ; Comerlato, Nadia M. et al. / 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). In: Journal of Organometallic Chemistry. 2007 ; Vol. 692, No. 25. pp. 5583-5588.

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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.",

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

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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.

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KW - X-ray crystallography

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