標題: Synthesis and Supramolecular Assembly of Pentacyclic Dithienofluorene and Diselenophenofluorene Derivatives
作者: Lee, Chia-Hao
Lai, Yu-Ying
Cheng, Sheng-Wen
Cheng, Yen-Ju
應用化學系
Department of Applied Chemistry
公開日期: 7-二月-2014
摘要: 2,7-Diiodo-3,6-dibromofluorene and 2,7-dichloro-3,6-dibromofluorene have been successfully synthesized. The two key intermediates enable us to implement a regioselective Sonogashira reaction followed by intramolecular thiolate/acetylene cyclization, forming two regiospecific pentacyclic dithieno[2,3-b:7,6-b']fluorene (2,7-DTF) and dithieno[3,2-b:6,7-b']fluorene (3,6-DTF) isomeric molecules, respectively. By using a similar strategy, selenophene-based diselenopheno[2,3-b:7,6-b']fluorene (2,7-DSF) as well as diselenopheno[3,2-b:6,7-b'] fluorene (3,6-DSF) were also prepared. The isomeric and sulfur/selenium effects determine the optical, electrochemical, and orbital properties. X-ray crystallography revealed that 2,7-DTF and 3,6-DTF molecules assemble into supramolecular helical structures.
URI: http://dx.doi.org/10.1021/ol4036787
http://hdl.handle.net/11536/23792
ISSN: 1523-7060
DOI: 10.1021/ol4036787
期刊: ORGANIC LETTERS
Volume: 16
Issue: 3
起始頁: 936
結束頁: 939
顯示於類別:期刊論文


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