Dications from Cyclic Polythioethers
Recently, several procedures for formation of the cation radical of 1,5-dithiacyclooctane and related compounds, and isolation of their dications have been presented.1–4 These new sulfur species are of particular interest and become attractive if one could prepare the derivatives bearing multithia centers (tri-, tetra, etc.) since their cation radicals or dications once formed could play an important role in the development of a new field in organosulfur chemistry. Clear cut examples of transannular interactions between more than three sulfur atoms in multithia compounds have been hitherto unknown, except for our recent results.6,7 This paper presents the following topics. 1. The first characterization of the crystal structure and reactivity of dithia dication salt.5 2. The first observation of transannular sulfur-sulfur bond formation of a new cyclic tris-sulfide and the isolation of its dicationic salt.6,7 3. A novel pπ-(S+−S+) interaction in a new double bond bridged dibenzodithiocin.8
KeywordsCation Radical Sulfur Atom Sulfonium Salt Transannular Interaction Negative Potential Shift
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