Synthesis of conjugated 2-arylethynyl and 2-arylethenyl thiophene structures with optical properties

被引:15
作者
Rodríguez, JG [1 ]
Lafuente, A [1 ]
Rubio, L [1 ]
机构
[1] Univ Autonoma Madrid, Dept Quim Organ, E-28049 Madrid, Spain
关键词
arylethynyl and arylethenylthiophene structures; pi-extended conjugation; fluorescence analysis; Eglinton-Glaser; Cadiot-Chodkiewicz and Sonogashira reaction;
D O I
10.1016/j.tetlet.2004.05.104
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Conjugated mono(arylethynyl)oligothiophene structures have been obtained starting with (E)-[1-(2'-thienyl)-2-(p-phenyl)]ethyne (E)-7 and 2-[p-(iodophenyl)ethynyl]thiophene 8. Conjugated nanostructures were synthesized by oxidative coupling between the terminal acetylenes (E)-7 and 8 to give, respectively, 1,4-di[(2-p-(iodophenyl)ethynyl)thienyl]-1,3-butadiyne and 1,4-di[(2-p-iodophenylethynyl)thienyl]-1,3-butadiyne. All the thiophene derivatives synthesized show an important fluorescence radiation emission, with a bathochromic shift, which increases with the conjugation of the chain. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5685 / 5688
页数:4
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