Formation of the heterocumulene anion SCCCN- by a cyano migration from the radical anion of 1,2-dicyanoethylenedithiolate

Waters, T., Blanksby, S. J., Zhang, L. Y., & O'Hair, R. A. J. (2004) Formation of the heterocumulene anion SCCCN- by a cyano migration from the radical anion of 1,2-dicyanoethylenedithiolate. Organic & Biomolecular Chemistry, 2(2), pp. 190-194.

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The anionic heterocumulene SCCCN- was generated in the gas phase by collisional activation of the radical anion of 1,2-dicyanoethylenedithiolate. The mechanism of this reaction, as well as the structures of neutral and anionic products, was investigated by hybrid density functional theory (DFT) calculations. Dissociation to form SCCCN- and SCN is proposed to occur by a radical directed cyano migration reaction, with calculations suggesting this is the lowest energy fragmentation pathway available to the precursor anion. In contrast, the even-electron protonated 1,2-dicyanoethylenedithiolate anion fragmented by loss of HCN.

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ID Code: 68956
Item Type: Journal Article
Refereed: Yes
Keywords: gas-phase, interstellar chemistry, reaction-kinetics, carbon chains, cations, density, precursors, ions
DOI: 10.1039/b311151b
ISSN: 1477-0520
Subjects: Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000)
Divisions: Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: Royal Society of Chemistry
Deposited On: 19 Mar 2014 23:25
Last Modified: 23 Apr 2015 00:38

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