【摘 要】
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Thiophene-based oligomers and polymers play prominent role in the development of organic materials,such as OTFTs,OSCs,etc.In our work,we have demonstrated a
【出 处】
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中国化学会第十三届全国有机合成化学学术研讨会
论文部分内容阅读
Thiophene-based oligomers and polymers play prominent role in the development of organic materials,such as OTFTs,OSCs,etc.In our work,we have demonstrated a facile and efficient "iterative deprotonation / CC-bond coupling" strategy for the construction of conjugated double helical ladder oligomer,starting from the achiral,saddle-shaped cyclooctatetrathiophene (COTh) as building blocks.The highly regioselective deprotonation of COTh,using n-BuLi,is the key step in the synthetic strategy.Totally four racemic double helical ladder oligomers have been synthesized in our lab.Two double helices,rac-DH-1 and rac-DH-2 are efficiently synthesized by diastereoselective coupling of the racemic precursors as shown in Figure 1,in which rac-DH-2 shows the longest double helix (Fig.1).The X-ray crystallographic studies of the double helices unambiguously revealed that each double helical scaffold has two single helices intertwined with each other via the C-C single bonds.1 In addition,rac-DH-1 without TMS has sufficient solubility to be resolved via chiral HPLC,and its chirooptical properties such as CD spectra and optical rotation have been obtained.
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