Work

Structural Expansion of Dibenzo[b,d]thiophene Sulfone through Functionalization at Bay Positions

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide 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 = CO 2 H, 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.

Source: Organic Letters

DOI: 10.1021/acs.orglett.5c02414

Authors: Zuzanna Spychalska, Jan Adamek, Włodzimierz Buchowicz, Krzysztof Durka, Sergiusz Luliński

Institution: Warsaw University of Technology

Language: English

Topic: Synthesis and Properties of Aromatic Compounds

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funder: Narodowe Centrum Nauki