The 1,1-azoliumdithiocarboxylate cAAC-CS (1a) was prepared and its redox chemistry was evaluated and compared to NHC based dithiocarboxylates IDipp-CS (1b) and IMes-CS (1c). Radical anions [carbene-CS]˙ were prepared by metallic reduction as the potassium or magnesium ion complexes [K(18-crown-6)(cAAC-CS)] (2a), [K(18-crown-6)(NHC-CS)] (NHC = IDipp: 2b, IMes: 2c), and [Mg(NacNac)(cAAC-CS)] (3) and extensively characterized (SC-XRD, EPR, UV/VIS/NIR, DFT). These complexes represent the first examples of isolated radical anions of 1,1-dithiolenes.
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