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Nitroso derivatives of 1,3-dithiol-2-ylidene stabilised by intramolecular oxygen...sulfur interactions: Synthesis and X-ray crystal structures

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http://pubman.mpdl.mpg.de/cone/persons/resource/persons58744

Lehmann,  C. W.
Department of Chemistry, University of Durham, Durham, UK DHI 3LE ;
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Bryce, M., Chalton, M., Batsanov, A., Lehmann, C. W., & Howard, J. (1996). Nitroso derivatives of 1,3-dithiol-2-ylidene stabilised by intramolecular oxygen..sulfur interactions: Synthesis and X-ray crystal structures. Journal of the Chemical Society-Perkin Transactions 2, (11), 2367-2371. doi:10.1039/p29960002367.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0024-BF45-7
Abstract
A series of 2-(nitrosomethylene)-1,3-dithiole derivatives 3 have been synthesised, and X-ray crystal structures of compounds 3g, 3h and 31 have been obtained. The coplanarity of the dithiole ring and the nitroso group in all three compounds favours π-conjugation, and short intramolecular oxygen...sulfur contacts (ca. 2.4 Å) occur between the nitrosyl oxygen and a sulfur atom of the dithiole ring; these structural features explain the stability and unreactivity of the series of compounds 3.