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A Stable Acyclic Ligand Equivalent of an Unstable 1,3-Dithiol-5-ylidene

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  • We are grateful to the NSF (CHE-0808825) and the NIH (R01 GM 68825) for financial support of this research. We thank B. Donnadieu for his assistance with X-ray diffraction studies.

Abstract

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Substitutes you can rely on: Mesoionic carbenes (MICs) are not always stable. However, the acyclic ethynylcarbamodithioate 2 formed (instead of the corresponding MIC) by deprotonation of dithiolium salt 1 underwent cyclization to its precursor under acidic conditions and reacted with a variety of transition-metal centers to yield robust MIC complexes 3; (see scheme; Tipp=2,4,6-triisopropylphenyl).

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