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Updated: Sep 11, 2025

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Structural Expansion of Dibenzo[b,d]thiophene Sulfone through Functionalization at Bay Positions
Zuzanna Spychalska1, Jan Adamek1, Włodzimierz Buchowicz1
1Warsaw University of Technology, Faculty of Chemistry, Noakowskiego 3, 00-664 Warsaw, Poland.
Abstract:
We report a synthesis of 1,9-dibromodibenzo[b,d]thiophene sulfone, which was converted to a respective dilithio intermediate. Subsequent trapping with electrophiles afforded either 1-substituted (R = CHO, B(OH)2) or 1,9-disubstituted (R = CO2H, I) derivatives, indicating an effect of steric factors on the outcome of this reaction. Various annulation reactions were also probed giving rise to extended π-conjugated systems. The electronic and optical properties of all compounds were characterized by cyclic voltammetry, UV-vis spectroscopy, and DFT calculations.
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