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Updated: Mar 20, 2026

Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core
Published on: October 24, 2017
Cycloaddition Chemistry of Tetrafluorothiophene S,S-Dioxide
1Department of Chemistry, Dartmouth College , Hanover, New Hampshire 03755, United States.
Abstract:
Tetrafluorothiophene S,S-dioxide has been found to be a powerful and versatile cycloaddend that undergoes a wide range of reactions as a Diels-Alder diene, dienophile, and [2 + 2] addend. Because it dimerizes only slowly at high temperatures, a broad range of conditions are available for these transformations. Reactions with terminal alkynes yield products of both Diels-Alder and [2 + 2] cycloaddition. Remarkably, the orbital topology-forbidden [2 + 2] process sometimes dominates over the allowed Diels-Alder reaction.
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