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

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 Sep 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 Sep 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.",

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AU - Baddeley, Thomas C.

AU - Bordinhão, Jairo

AU - Comerlato, Nadia M.

AU - Cortás, Laila de Castro

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AU - Howie, R. Alan

AU - Wardell, James L.

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