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Synthesis, structures, and properties of disubstituted heteroacenes on one side containing both pyrrole and thiophene rings
Qi, Ting2; Qiu, Wenfeng1; Liu, Yunqi1; Zhang, Hengjun2; Gao, Xike2; Liu, Ying2; Lu, Kun2; Du, Chunyan2; Yu, Gui1; Zhu, Daoben1
刊名Journal of organic chemistry
2008-06-20
卷号73期号:12页码:4638-4643
ISSN号0022-3263
DOI10.1021/jo800622y
通讯作者Liu, yunqi(liuyq@mail.iccas.ac.cn)
英文摘要A new series of ladder-type heteroacenes containing both pyrrole and furan rings, 5,6-disubstituted diindolo[3,2-b:4,5-b']thiophenes (dits), were effectively synthesized from n-functionalized 3,3'-dibromo-2,2'-biindoles undergoing intramolecular cyclization with bis(phenylsulfonyl) sulfide and organolithium. single-crystal x-ray results demonstrate that 5,6-dipropyldiindolo[3,2-b:4,5-b']thiophene (4b) forms a herringbone-type of packing motif and 5,6-di(p-tolyl)diindolo[3,2-b:4,5-b']thiophene (4d) forms a parallel packing motif. both of them have s-s contacts, enhancing the electronic transport between molecules. their photophysical properties suggest that the skeleton of diindolo[3,2-b:4,5-b']thiophene is more favorable to aggregate in solid than that of indolo[3,2-b]carbazole. the large band gaps and low-lying homo energy levels could result in much better stability.
WOS关键词THIN-FILM TRANSISTORS ; FIELD-EFFECT TRANSISTORS ; HIGH-MOBILITY ; ORGANIC SEMICONDUCTORS ; FUNCTIONALIZED ACENES ; CHARGE-TRANSPORT ; CRYSTAL PACKING ; LINEAR ACENES ; PERFORMANCE ; DERIVATIVES
WOS研究方向Chemistry
WOS类目Chemistry, Organic
语种英语
出版者AMER CHEMICAL SOC
WOS记录号WOS:000256757100035
内容类型期刊论文
URI标识http://www.corc.org.cn/handle/1471x/2391224
专题中国科学院大学
通讯作者Liu, Yunqi
作者单位1.Chinese Acad Sci, Inst Chem, Organ Solids Lab, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
2.Chinese Acad Sci, Grad Sch, Beijing 100190, Peoples R China
推荐引用方式
GB/T 7714
Qi, Ting,Qiu, Wenfeng,Liu, Yunqi,et al. Synthesis, structures, and properties of disubstituted heteroacenes on one side containing both pyrrole and thiophene rings[J]. Journal of organic chemistry,2008,73(12):4638-4643.
APA Qi, Ting.,Qiu, Wenfeng.,Liu, Yunqi.,Zhang, Hengjun.,Gao, Xike.,...&Zhu, Daoben.(2008).Synthesis, structures, and properties of disubstituted heteroacenes on one side containing both pyrrole and thiophene rings.Journal of organic chemistry,73(12),4638-4643.
MLA Qi, Ting,et al."Synthesis, structures, and properties of disubstituted heteroacenes on one side containing both pyrrole and thiophene rings".Journal of organic chemistry 73.12(2008):4638-4643.
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