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It is known that tetranitrile 2 undergoes cheleotropic expulsion of SO2 to yield the corresponding disubstituted butadiene. We herein expand this process to evaluating the expulsion of SO2 from within the framework of a dendritic macromolecule. First and second tier dendrimers with the core 3,4-dihydrothiophene S,S-dioxide were synthesized and their thermolysis was examined. The results were consistent with the facile elimination of SO2 coupled with an unexpected secondary dehydration processes at the elevated temperatures associated with this procedure.

Two-directional dendritic macromolecules based on a 3,4-dihydrothiophene S,S-dioxide core: synthesis and thermolysis