Abstract
Toward the goal of hole-conducting materials, we present the synthesis of a tetrabrominated-tetrathienyl derivative for use as a four-branch core in dendrimer synthesis. Commercially available 2-thienyllithium was reacted with methyl formate to give 2,2′-dithienyl-methanol and upon acidic workup results in 2,2′,2″,2″′-oxybis(methanetriyl)tetrathiophene. The tetrathienyl product underwent regioselective tetrabromination with N-bromosuccinimide at the thienyl-5-positions in 68% overall isolated yield.
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ACKNOWLEDGMENTS
The authors thank the University of Calgary, Natural Sciences and Engineering Research Council (NSERC) of Canada, Canadian Foundation for Innovation (CFI), and the Alberta Science and Research Investments Program for funding.