Synthesis and Characterization of Two Unsymmetrical Indenofluorene Analogues: Benzo[5,6]‑<i>s</i>‑indaceno[1,2‑<i>b</i>]thiophene and Benzo[5,6]‑<i>s</i>‑indaceno[2,1‑<i>b</i>]thiophene

The synthesis and characterization of two benzo-indaceno-thiophene compounds (anti-BIT and syn-BIT) are described. Two sequential Suzuki cross-couplings utilizing the halogen selectivity of this reaction permit modular assembly of unsymmetrical indeno­[1,2-b]­fluorene analogues. Analysis of their cyclic voltammetry and UV–vis spectra reveal that the optical and electrochemical properties of the BITs lie between those of indeno­[1,2-b]­fluorenes and indacenodithiophene.本研究阐述了两种苯并引达省并噻吩（benzo-indaceno-thiophene）类化合物（anti-BIT与syn-BIT）的合成及表征工作。利用该反应的卤素选择性，通过两步连续的铃木（Suzuki）交叉偶联反应，可实现不对称茚并[1,2-b]芴类似物的模块化组装。对其循环伏安法及紫外-可见（UV–vis）光谱的分析结果显示，BIT类化合物的光学与电化学性能介于茚并[1,2-b]芴与引达省并二噻吩（indacenodithiophene）之间。