A tert-butyl/cyano substituted (1,2,3,5-dithiadiazolyl)benzene and η π complexes with CpCr(CO)2 |
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Authors: | René T Boeré Lai-Yoong Goh Chwee Ying Ang Hiu Fung Lau Tracey L Roemmele |
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Institution: | a Department of Chemistry and Biochemistry, The University of Lethbridge, Lethbridge, Alberta, Canada T1K 3M4 b Department of Chemistry, National University of Singapore, Kent Ridge 119260, Singapore |
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Abstract: | A rational synthesis for 5-tert-butyl-3-cyano-1-(1,2,3,5-dithiadiazolyl)benzene, which was first observed from thermal cleavage of the bis-dithiadiazolyl, has been developed. Voltammetry and electron paramagnetic resonance (EPR) spectra for this radical are reported and its X-ray structure is described. Despite the bulky tBu substituent, the cyano supramolecular synthon is still able to maintain links to a single neighbouring sulfur atom of the S2 unit, as previously observed in cyano-substituted dithiadiazolyls. In the η2 complex with CpCr(CO)2, no such interactions are observed; the nitrile group forms a centrosymmetric dimer through weak contacts with the para H atom on the aryl ring of the partner molecule. This behaviour is contrasted to similar complexes of less bulky dithiadiazolyls, where intermolecular interactions are retained in the crystalline lattice. |
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Keywords: | Chromium-sulfur complexes Main-group heterocycles Free-radicals EPR spectroscopy Electrochemistry |
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